Heterohelicenes having delayed fluorescence and circularly polarized luminescence properties

Abstract

The present invention relates to molecules that have both thermally activated delayed fluorescence (TADF) and circularly polarized luminescence (CPL) properties. The invention also relates to the use of such molecules as a photocatalyst or as a dopant, in particular in the emitting layers of light-emitting diodes (OLEDs), and also to light-emitting devices or light-emitting diodes (OLEDs) comprising such compounds.

Description

[0001] DESCRIPTION HETEROHELICENES EXHIBITING DELAYED FLUORESCENCE AND CIRCULARLY POLARIZED LIGHT EMISSION PROPERTIES Technical field of the inventionThe present invention relates to novel organic molecules having both thermally activated delayed fluorescence (TADF) and circularly polarized light (CPL) emission properties. The invention also relates to the use of such molecules as photocatalysts, fluorescent probes, in particular for biology, or doping agents, in particular in the emitting layers of light-emitting diodes (OLEDs), as well as electroluminescent devices or light-emitting diodes (OLEDs) comprising such molecules.Technical background The search for molecules with delayed fluorescence properties is at the heart of the development of efficient, low-energy lighting devices. These molecules, used pure or as dopants for the emitting layers of light-emitting diodes (OLEDs or Organic Light-Emitting Diodes in English), make it possible to manufacture lighting devices with a theoretical internal efficiency of 100% (meaning that all the charges injected in the form of current are returned in the form of light) compared to only 25% for a conventional fluorophore. Until now, the emitting molecules allowing to achieve such efficiencies were phosphorescent molecules involving organometallic complexes using rare metals such as iridium or platinum. There are now numerous publications and patents highlighting the potential of purely organic TADF molecules as dopants for OLEDs.For reasons of both manufacturing cost and sustainability, thermally activated delayed fluorescence (TADF) molecules, which can be purely organic, therefore represent a prime target for researchers in a field that is experiencing rapid economic growth thanks to their applications for low-power lighting and high-resolution display devices. Furthermore, the development of organic molecules capable of emitting circularly polarized light (CPL) is also a field that has been growing rapidly in recent years. In this context, complexes involving lanthanides provide the best performance in terms of the degree of polarization of light. However, much research is currently being conducted to develop purely organic CPL-emitting molecules to limit manufacturing costs and facilitate their incorporation into devices.Indeed, these small chiral molecules have a strong application potential since they can be used in the design of advanced technology devices allowing, for example, optical storage of information, 3D display or securing a document. In addition, in the field of application of OLEDs relating to display, molecules exhibiting both delayed fluorescence and circularly polarized light emission properties are particularly attractive. Indeed, in order to limit the loss of brightness due to the reflection of external light, optical systems are used in display devices. These optical systems are most often composed of a delay plate (quarter-wave plate) and a polarizer, the combination of which makes it possible to cancel the reflection on the OLED of the external light component.However, a significant part of the light intensity produced by the molecule in the emitting layer of the OLED is lost for a molecule not emitting circularly polarized light. Molecules emitting circularly polarized light are not only characterized by their quantum efficiency Φ F (proportion of light emitted after excitation) but also by the asymmetry factor |g lum | accounting for the amplitude of the circular polarization. This value of g lum is between -2 and 2, the value 0 represents an absence of circular polarization. For a purely organic fluorophore, the value of |g lum | is typically between. 10 -4 et 10 -2. At the moment very few organic molecules have high values ​​of both Φ F (greater than 50% and ideally close to 100%) and |g lum | (ideally greater than or equal to 10 -3). In the context of the present invention, quantum yield is defined as follows: [Chem 1] It is known that delayed emission fluorescence (TADF) is possible if the energy difference between the lowest energy singlet and triplet excited states (ΔE ST) of the fluorescent molecule is small (less than 500 meV). The value of ΔE ST is proportional to the overlap integral between the frontier orbitals (FOs in the following discussion) HOMO and LUMO (for respectively, Highest Occupied and Lowest Unoccupied Molecular Orbital in English) of the molecule. Thus, several molecular structures have been proposed in the literature to limit the overlap between these FOs. The most commonly used structure is based on the use of a donor-acceptor (DA) molecule where the dihedral angle between these two entities is as close as possible to 90°. This makes it possible to limit the overlap of the FOs, the HOMO being mainly located on the electron donor and the LUMO on the acceptor.Thus, the first examples of organic molecules with this structure were published by Adachi et al., (Adachi et al., Nature 2012, 492, 234). An example is presented in [Fig. 1]. Here it is the steric constraint existing between the carbazoyl units (. ) and the terephthalonitrile part ( which allows to impose an adequate dihedral angle between the donor and acceptor motifs. Another method to limit the overlap of OFs is based on the so-called "multi-resonance" effect. It is produced by the presence of boron and nitrogen atoms in a polycyclic structure. Hatekeyama et al. (Hatekeyama et al., Adv. Mater. 2016, 28, 2777-2781) thus synthesized the molecule presented in [Fig. 2] which exhibits TADF properties. In 2015-2016, the first molecular structures allowing to combine TADF and CPL properties appeared and the team of inventors is one of the pioneers in this field (G. Pieters et al., J.Am. Chem. Soc. 2016, 138, 12, 3990-3993). The inventors recently published a journal article describing all the molecular designs that can combine these two properties (G. Pieters et al., Adv. Funct. Mater. 2021, 31, 2010281).The need for new molecules that are both delayed fluorescence emitters and circularly polarized light emitters still remains. There is therefore a real need for molecules, in particular, organic molecules that emit thermally activated delayed fluorescence (TADF) and circularly polarized light (CPL) characterized by high values ​​of both quantum yield Φ. F greater than or equal to 50% in the solid state, and ideally close to 100%, and an emission asymmetry factor accounting for the amplitude of the circular polarization |g lu m | (greater than or equal to 10 -3 in solution), and- exhibiting differential absorption properties of circularly polarized light (circular dichroism) as a function of wavelength characterized by the absorption asymmetry factor (g ab s), and -having good solubility in organic solvents. There is, moreover, a real need for organic molecules with the above-mentioned properties, which are durable, simple to produce, easily achievable on an industrial scale, with a manufacturing cost lower than the cost for known molecules, in particular avoiding the use of noble metals (such as Pd). Summary of the invention The present invention relates to a molecule of formula (I) - E and E', together with the carbon atoms to which they are bonded, form an 8-member heterocycle chosen from the group formed by, with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a deuterium, a halogen atom chosen from F, Cl, Br and I, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , , with R13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 +, and T representing a heteroatom chosen from the group formed by O, S, and CRR0with R and R0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted,L representing a heteroatom chosen from the group formed by O and S;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , , with R20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 + , and T' representing a heteroatom chosen from the group formed by O, S, and CR'R'0 with R' and R'0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, and L' representing a heteroatom chosen from the group formed by O and S; represents the point of attachment of atoms to the rest of the molecule by a covalent bond. (Hetero)helicenes have a very high optical rotation due to the axial chirality induced by their helical conformation. The chemical structure of the compound of formula (I) extends to all possible configurational isomers that can be obtained by varying the configuration of the individual chiral centers, axes, or surfaces of the compound of formula (I). Generally, (hetero)helicenes are obtained in racemic form (50:50 mixture of the two mirror images P / M) and are then separated by high-pressure liquid chromatography (HPLC) on a chiral stationary phase. (Hetero)helicenes are molecules with axial chirality. This property is also called "helicity," since the axis of the molecule has a helical geometry. A right helix is ​​denoted P (plus) or Δ, a left helix is ​​denoted M (minus) or Λ.These P / M or Δ / Λ notations are used in particular for molecules that truly have a helix shape such as (hetero)helicenes (Shen, Y.; Chen, C.-F. Helicenes: Synthesis and Applications. Chem. Rev.2012, 112 (3), 1463–1535). The new molecules of formula (I) have a strong potential for application as a dopant in the emitting layer of organic light-emitting diodes (OLEDs) but also potentially as photocatalysts or fluorescent probes for biology. These are new helical molecular architectures (heterohelical) having delayed fluorescence emission properties (TADF in English) and circularly polarized light (CPL in English). The invention also relates to the use of a compound of formula (I), as a photocatalyst or as a dopant in particular in the emitting layers of light-emitting diodes (OLEDs).It further relates to an electroluminescent device or a light-emitting diode (OLED) comprising a compound of formula (I).Brief description of the figuresOther characteristics and advantages of the invention will appear during the reading of the detailed description which follows for the understanding of which reference will be made to the appended drawings in which:[Fig. 1] represents a TADF molecule published by Adachi et al. of the donor-acceptor (DA) type where the dihedral angle between these two entities is as close as possible to 90°. In this molecule, the steric constraint existing between the carbazoyl units (donor) and the terephthalonitrile part (acceptor) makes it possible to impose an adequate dihedral angle between the donor units and the acceptor.[Fig. 2] represents a CPL and TADF molecule described by Hatekeyama. et al.[Fig. 3] represents the spectrum of a) the mixture of diastereoisomers of intermediate simines Int1 of Example 1, and b) the mixture of diastereoisomers of the compounds after hydrolysis (ketone form). [Fig. 4] represents the synthesis of symmetrical (heterohelicene) molecules of formula (I) (molecule 3). [Fig. 5] represents the synthesis of the non-symmetrical (heterohelicene) molecule of formula (I) (molecule 6). [Fig. 6] represents the fluorescent decline measured after degassing of helicenes (S)-BN-(M / P)-Helicene 1 and BP-(P / M)-Helicene 5 in toluene (10 -5M). Fluorescence and phosphorescence emission decay curves are obtained in a single step by combining the time-correlated single photon counting (TCSPC) method and multichannel scanning triggered accumulation techniques, respectively. The device consists of a titanium sapphire Ti:Sa oscillator (Spectra Physics, Maï Taï) emitting 100 fs pulses at 940 nm (80 MHz frequency).The repetition rate is reduced to 20 MHz by a pulse selector, and a nonlinear second harmonic generation (SHG) crystal generates the desired wavelength (GWU Lasertechnik, UHG-23-PSK). The emitted photons are collected at 90° through a magic angle polarizer and a monochromator. The incoming photons are processed with a microchannel plate photomultiplier (MCP-PMT R3809U-50, Hamamatsu) and a TCSPC module (SPC-630, Becker & Hickl).Detailed Description of the InventionThe present invention aims to address the needs identified above by providing a molecule of formula (I). in which - E and E', together with the carbon atoms to which they are bonded, form an 8-membered heterocycle selected from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a halogen atom chosen from F, Cl, Br and I, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 +, and T representing a heteroatom chosen from the group formed by O, S, and CRR0with R and R0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, L representing a heteroatom chosen from the group formed by O and S;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , ,with R20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 + , and T' representing a heteroatom chosen from the group formed by O, S, and CR'R'0 with R' and R'0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, and L' representing a heteroatom chosen from the group formed by O and S; represents the point of attachment of the atoms to the rest of the molecule by a covalent bond. The molecules of formula (I) have interesting chiroptical properties: a circular dichroism with asymmetry factors in absorption, gabs, up to 1.2 x 10-2 and in emission, g lum, up to 1.4 x 10 -3.The chemical structure of the molecule of formula (I) extends to all possible positional isomers of function that can be obtained by moving a functional group to different carbons of the carbon chain, and to all possible configurational isomers that can be obtained by varying the configuration of the individual chiral centers, axes or surfaces of the molecule of formula (I). The present invention therefore extends to all isomers of the molecules of formula (I), in particular to all positional isomers of function and configuration. The molecules of formula (I) have the advantage of being both emitting via delayed fluorescence (TADF) and emitting circularly polarized light (CPL) since they consist of a helical unit, composed of a symmetrical or non-symmetrical [7]-heterohelicene attached to a 2,2′-biphenol, BINOL, spirobiphenol unit, or a bicylic unit with fused rings.For the purposes of the present invention, the term "alkyl" means a linear, branched or cyclic, saturated, optionally substituted carbon radical comprising 1 to 12 carbon atoms, for example 1 to 8 carbon atoms, for example 1 to 6 carbon atoms. Examples of saturated, linear or branched alkyl that may be mentioned are methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecanyl radicals and their branched isomers. For the purposes of the present invention, the term "cyclic alkyl" means a cyclic, saturated, optionally substituted carbon radical comprising 3 to 12 carbon atoms, for example 3 to 10 carbon atoms, for example 3 to 8 carbon atoms. As cyclic alkyl, mention may be made of cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicyclo[2,1,1]hexyl, bicyclo[2,2,1]heptyl, adamantyl radicals.The term "aryl" means a mono- or polycyclic aromatic substituent having from 6 to 20 carbon atoms. The aryl group may comprise, for example, 6 to 10 carbon atoms. Examples include phenyl, benzyl, naphthyl, binaphthyl, phenanthrenyl, pyrenyl, anthrancenyl, o-tolyl, m-tolyl, p-tolyl, mesityl, p-nitrophenyl, o-methoxyphenyl, m-methoxyphenyl and p-methoxyphenyl, o-methoxybenzyl, p-methoxybenzyl, m-methoxybenzyl, o-methylbenzyl, p-methylbenzyl and m-methylbenzyl. The term "alkoxy" means an -O-alkyl group in which the alkyl radical is as defined above.The alkyl and aryl radicals may be optionally substituted by one or more hydroxyl groups (-OH), one or more alkoxy groups (-O-alkyl); one or more aryloxy groups (-O-aryl); one or more halogen atoms chosen from fluorine, chlorine, bromine and iodine atoms; one or more nitro groups (-NO2); one or more nitrile groups (-CN); one or more carbonyl groups (-CO-alkyl); one or more alkyl radicals; one or more aryl radicals; with alkyl, and aryl as defined in the context of the present invention. It should be noted that in all the substituents, radicals, groups and groups, etc. cited and / or defined in the context of the present invention, one or more hydrogen atoms may be, optionally replaced by one or more deuterium (. 2 H). The representation " » as used herein in relation to an atom, group, substituent or chemical moiety, is intended to represent the covalent bond by which said atom, group or chemical moiety is covalently bonded to another group or chemical moiety. Thus, in the molecules of the invention, represents the point of attachment of the atoms to the rest of the molecule by a covalent bond. According to a first embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed by , , ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a halogen atom chosen from F, Cl, Br and I, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , ,withR13, R14, R15, R16, R17, R18, R19, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 + , and T representing a heteroatom chosen from the group formed by O, S, and CRR0 with R and R0 , identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , , withR20, R21, R22, R23, R24, R25, R26, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), and T' representing a heteroatom chosen from the group formed by O, S, andCR'R'0 with R' and R'0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, and represents the point of attachment of the atoms to the rest of the molecule by a covalent bond.According to a second embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,. , ,withR1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.In a variant of this embodiment, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, represent a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms.In another variant of this embodiment, R 1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - a phenyl.According to a third embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by. with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, representing a hydrogen atom.According to a fourth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed bywith R1, R2, R3, R4, R5, R6, R7, and R8, representing a hydrogen atom.According to a fifth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 +, andL representing a heteroatom chosen from the group formed by O and S.In a variant of this embodiment, R 13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, represent a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms.In another variant of this embodiment, R 13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, represent- a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.According to a sixth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by. , with R13, R14, R15, R16, R17, R18, R19, representing a hydrogen atom, and D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 + .According to a seventh embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R13, R15, R16, R18, R19, representing a hydrogen atom,R14, , R17, representing a phenyl, andD representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3+ . According to an eighth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O) an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 +, and T representing a heteroatom chosen from the group formed by O, S, and CRR0 with R and R0 , identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted. In a variant of this embodiment, R 13, R14, R15, R16, R17, R18, and R19, identical or different, represent a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms.In another variant of this embodiment, R 13, R14, R15, R16, R17, R18, and R19, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl. According to a ninth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by. ,R13, R14, R15, R16, R17, R18, and R19 represent a hydrogen atom,D represents a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 +, and T represents O.According to a tenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), and L' representing a heteroatom chosen from the group formed by O and S. In a variant of this embodiment, R 20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, identical or different, represent a hydrogen atom, an alkyl radical comprising 1 with 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group contains 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms.In another variant of this embodiment, R20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl. According to an eleventh embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by,. and R26, representing a hydrogen atom, and D' representing a carbonyl (C=O).According to a twelfth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R20, R22, R23, R25, and R26, representing a hydrogen atom,R21, R24, representing a phenyl, andD' representing a carbonyl (C=O).According to a thirteenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by withR20, R21, R22, R23, R24, R25, and R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted,D' representing a carbonyl (C=O), andT' representing a heteroatom chosen from the group formed by O, S, andCRR0 with R and R0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.In a variant of this embodiment, R20, R21, R22, R23, R24,R25, and R26, identical or different, represent a hydrogen atom, an alkyl radical containing 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms.In another variant of this embodiment, R20, R21, R22, R23, R24, R25, and R26, which may be identical or different, represent- a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers,- a phenyl.According to a fourteenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by. ,R20, R21, R22, R23, R24, R25, and R26, represent a hydrogen atom,D' represents a carbonyl (C=O), andT' represents O.According to a fifteenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D and D' represents a carbonyl (C=O). According to a sixteenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, an alkyl radical containing 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group contains 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms, D and D' represents a carbonyl (C=O). In a variant of this embodiment, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their isomers branched, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.In another variant of this embodiment, R 13, R14, R15, R16, R17, R18, R19, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl. In another variant of this embodiment, R 20, R21, R22, R23, R24, R25, and R26, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.According to a seventeenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group. , with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, representing a hydrogen atom;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, representing a hydrogen atom;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, representing a hydrogen atom,D and D' representing a carbonyl (C=O).According to an eighteenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, representing a hydrogen atom;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,with R13, R15, R16, R18, R19, representing a hydrogen atom, and R14,R17, representing a phenyl;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by , with R20, R22, R23, R25, and R26, representing a hydrogen atom,R21, R24, represents a phenyl, andD and D' represent a carbonyl (C=O).According to a nineteenth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed by, R5, R6, R7, R8, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, Det D' represents a carbonyl (C=O).According to a twentieth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, and R8, identical or different, representing a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, an alkyl radical containing 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group contains 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms.,D and D' represent a carbonyl (C=O).In a variant of this embodiment, R 1 , R2 , R3 , R4 , R5 , R6 , R7 , and R8, identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.In another variant of this embodiment, R 13, R14, R15, R16, R17, R18, R19, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl. In another variant of this embodiment, R 20, R21, R22, R23, R24, R25, and R26, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.According to a twentieth-first embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by. ,with R1, R2, R3, R4, R5, R6, R7, and R8, representing a hydrogen atom;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by , with R13, R14, R15, R16, R17, R18, R19, representing a hydrogen atom;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, representing a hydrogen atom,D and D' representing a carbonyl (C=O).According to a twenty-second embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, and R8, representing a hydrogen atom;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,with R13, R15, R16, R18, R19, representing a hydrogen atom, and R14,R17, representing a phenyl;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,with R20, R22, R23, R25, and R26, representing a hydrogen atom,R21, R24, represents a phenyl, andD and D' represents a carbonyl (C=O).According to a twenty-third embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed by , with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D and D' represents a carbonyl (C=O), and T ’ représentant O.According to a twenty-fourth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by , with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, an alkyl radical containing 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, an alkyl radical containing 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group contains 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,withR20, R21, R22, R23, R24, R25, R26, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising from 6 to 10 carbon atoms,D and D' represents a carbonyl (C=O), andT' representing O.In a variant of this embodiment, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different,represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose group alkyl is selected from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.In another variant of this embodiment, R 13, R14, R15, R16, R17, R18, R19, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl. In another variant of this embodiment, R 20, R21, R22, R23, R24, R25, and R26, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.According to a twenty-fifth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by. R12, representing a hydrogen atom;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by R13, R15, R16, R18, R19, representing a hydrogen atom, and R14, R17, representing a phenyl; - X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,R20, R21, R22, R23, R24, R25, and R26, represent a hydrogen atom,T' represents O, andD and D' represent a carbonyl (C=O).According to a twenty-sixth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that- E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, R8, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, Det D' represents a carbonyl (C=O), andT' representing O. According to a twenty-seventh embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,withR1, R2, R3, R4, R5, R6, R7, and R8, which may be identical or different, representa hydrogen atom, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising 6 to 10 carbon atoms;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , withR13, R14, R15, R16, R17, R18, R19, identical or different, representinga hydrogen atom, an alkyl radical containing 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an alkoxy group whose alkyl group contains 1 to 6 carbon atoms, an aryl radical containing 6 to 10 carbon atoms; - X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,withR20, R21, R22, R23, R24, R25, R26, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical comprising 1 to 8 carbon atoms, for example 1 to 6 carbon atoms, an aryl radical comprising from 6 to 10 carbon atoms, D and D' represents a carbonyl (C=O), andT' representing O.In a variant of this embodiment, R1, R2, R3, R4, R5, R6, R7, and R8, identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.In another variant of this embodiment, R 13, R14, R15, R16, R17, R18, R19, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl. In another variant of this embodiment, R 20, R21, R22, R23, R24, R25, and R26, which may be identical or different, represent - a hydrogen atom, - an alkyl radical chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, and their branched isomers, - an alkoxy group whose alkyl group is chosen from methyl, ethyl, propyl, butyl, pentyl, hexyl, and their branched isomers, - a phenyl.According to a twenty-eighth embodiment of the invention, the molecule of formula (I) as defined above, is characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by. , withR1, R2, R3, R4, R5, R6, R7, and R8, identical or different, representa hydrogen atom;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, representing a hydrogen atom, orR13, R15, R16, R18, R19, representing a hydrogen atom, andR14, R17, representing a phenyl;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle selected from the group formed by ,R20, R21, R22, R23, R24, R25, and R26, represent a hydrogen atom,T' represents O, andD and D' represent a carbonyl (C=O).According to a twenty-ninth embodiment of the invention, the molecule of formula (I) are chosen from the group formed by, BP-(rac)-Helicene 3 (R)-BN-(P / M)-Helicene 4 , . BP-(rac)-Helicene 5According to a thirtieth embodiment of the invention, the molecule of formula (I) is chosen from the group formed by , , BP-(P / M)-Helicene 3 (R)-BN-(P / M)-Helicene 4 , , (S)-BN-(P)-Helicene 1 (S)-BN-(M)-Helicene 1 ,(R)-BN-(M)-Helicene 4 (R)-BN-(P)-Helicene 4The molecules of formula (I) of the invention can be prepared as described below. A) Description of the synthesis of symmetrical heterohelicenes helicenes 1-3 ([Fig. 4]) In a first step the precursors noted B are formed by applying the synthesis described in J. Am. Chem. Soc. 2016, 138, 3990 with the BINOL motif, to the biphenol motif) via a one-pot sequence (in one pot) then the reaction crude is purified on silica gel. The target molecules helicenes 1-3 are then obtained by a first cyclization step in triflic acid (CF 3SO3H) at room temperature (20 ± 5°C) to give an intermediate compound carrying imine functions (C=NH, after washing in basic medium) followed by a hydrolysis step of these imines in an aqueous HCl / dioxane mixture (to lead to the ketone function, C=O) at 95°C (unusual temperature for this type of hydrolysis but necessary to obtain the products).The reaction crude is then purified on silica gel to give a mixture of diastereoisomers in the case of the presence of one. motif as shown in [Fig. 4], or a racemic mixture in the case of the presence of a biphenol unit ( Subsequently, the enantiomers or diastereoisomers are purified by chiral preparative HPLC to obtain optically pure molecules. B) Description of the synthesis of non-symmetric heterohelicenes helicenes 4-5 ([Fig. 5]) In a first step, the precursors denoted D (structure described by; Xu Bingjia et al. (CN107629785) are formed in two steps. The target molecules are obtained in a similar way as for symmetric heterohelicenes. In the case of molecules having a BINOL motif ([Fig. 5])) the two diastereoisomers formed can be separated on silica gel, which is a strong point of the process of the invention because, in general, obtaining optically pure (hetero)helicenes requires purification by chiral preparative HPLC. In the case of molecules possessing a 2,2′-Biphenol motif, the enantiomers are purified by chiral preparative HPLC.Thus, the molecules of formula (I) have the advantage of being able to be synthesized in a few steps (figure 5), involving reactions that are fairly simple to implement (no transition metals, commercially available basic building blocks). They are therefore potentially synthesizable on a large scale. The synthesis routes of molecules 1-3 and 4-5 as described above are suitable for the synthesis of other molecules of formula (I). The person skilled in the art is able to transpose and adapt the synthesis routes of symmetrical and non-symmetrical heterohelicenes described above to other molecules of formula (I).The main advantages of the synthesis processes of molecules of formula (I) are the following: 1) simple synthetic access (1 to 3 synthesis steps involving commercially available starting materials) for this type of molecules and even in the case of the construction of non-symmetrical (hetero)helicenic motifs which are generally difficult to access; 2) the possibility of purifying on silica gel optically pure molecules (diastereoisomers) obtained when one of the starting bricks is an enantiopure chiral compound (BINOL) whereas in general helicenes are synthesized in racemic form (mixture of two enantiomers 50 / 50).The molecules of the invention have remarkable properties, in particular: - a very high quantum yield (up to 86% in solution in dichloromethane), which is quite rare for helical molecules, combined with delayed fluorescence emission properties (TADF), - delayed fluorescence emission (TADF theoretically allowing the collection of all the excitons formed in the emitting layer of OLEDs by the recombination of the electron-hole pair), - chiroptical properties: electronic circular dichroism (ECD) and circularly polarized light (CPL), and - good solubility in organic solvents.Photophysical and chiroptical studies of the optically pure molecules of the invention have made it possible to highlight: 1) excellent performances in terms of fluorescence emission (emission wavelength centered around 540 nm for compounds of 1-3 and 600-610 nm for compounds of type 4-5 in solution in dichloromethane) with quantum yields (Φ F) of up to 86% in solution in dichloromethane; 2) interesting chiroptical properties with absorption dissymmetry factors (g abs) of up to 1.2 x 10. -2 and the emission of circularly polarized light with emission asymmetry factors between 0.5 and 1.5 x 10 -3 in solution in dichloromethane; 3) the emission of TADF with long lifetimes between 200 and 600 µs and ΔE STlow (around 0.300 eV) well compatible with the possibility of emitting delayed fluorescence in solution in 2-methyltetrahydrofuran. In toluene, the quantum yields obtained for degassed solutions are higher than the quantum yields of the molecules in a non-degassed solution. Some of these molecules have been incorporated into OLED devices with external quantum efficiencies higher than 5% confirming the participation of excitons in the triplet state (due to the TADF property). The properties of these molecules and their advantages in terms of application are listed in the following table:

[0002] Table 1 Property(s) Application Dopant for the emitting layers of OLEDs; Fluorescent probes with a long TADF lifetime (time-resolved fluorescence (TRF)); organic photocatalysts Dopant in the TADF + CPL emitting layers of circularly polarized light-emitting OLEDs (CP-OLEDs); chiral photocatalysts The molecules of formula (I) according to the invention therefore make it possible to simultaneously combine the properties of circularly polarized light emission (CPL) and those of delayed fluorescence (TADF). The combination of these properties within the same compound has a strong potential for application as a dopant in the emitting layers of organic light-emitting diodes (OLEDs). In addition, these compounds could also find applications in the field of photocatalysis.The subject of the invention is therefore the use of a molecule of formula (I) according to the invention as a photocatalyst, in particular in reactions for activating C-H bonds, reactions for forming C-C and C-Y bonds with Y being a heteroatom, or as a dopant, in particular in the emitting layers of organic light-emitting diodes (OLEDs). The subject of the invention is also an electroluminescent device or a light-emitting diode comprising a molecule of formula (I) according to the invention. EXAMPLES All commercial reagents, purchased from Aldrich and Alpha Aesar, were used without purification. The progress of the reactions was monitored by thin-layer chromatography on pre-coated Merck silica gel plates (60F-254). Visualization was carried out by UV light (254, 365 nm). The 1H NMR (400 MHz) and NMR spectra. 13C (101 MHz) were recorded on a Bruker Avance 400 MHz spectrometer. Chemical shifts are reported in parts per million (ppm) downstream of the residual solvent peaks and coupling constants are reported in Hertz (Hz). Splitting patterns are designated as singlet (s), doublet (d), and triplet (t). Splitting patterns that could not be interpreted or easily visualized are designated as multiplet (m). Mass spectra were performed by high-resolution mass spectrometry (HRMS) on a Waters Xevo® G2-XS spectrometer. UV-visible spectra were recorded on a JASCO V-750 spectrometer using a 10 mm pathlength quartz cell. Circular dichroism (CD) spectra were recorded on a Jasco J-815 spectropolarimeter equipped with a Peltier thermostated cell holder and a Xe laser. Data were recorded at 20°C using a 1 mm x 1 cm cell.The obtained signals were processed by subtracting the contribution of the solvent and cells. Emission spectra and TCSPC experiments were performed on an Edinburgh FS-5 spectrofluorometer using the SC-20 module. Absolute fluorescence quantum yields for solutions were determined using an integrating sphere (Edinburgh SC-30). Circularly polarized luminescence (CPL) measurements were performed using a commercially available JASCO CPL-300 instrument at room temperature (20±5°C) in a 10 x 10 mm cell. The excitation wavelength and instrument parameters were adapted for each sample. The displayed spectra are the average values ​​of a minimum of 10 accumulations. Circular dichroism (CD) spectra were recorded on a Jasco spectropolarimeter (model J-815) equipped with a Peltier thermostatted cell holder and a Xe laser.Data were recorded at 20 °C using a 1 mm x 1 cm cell. The obtained signals were processed by subtracting the contribution of the solvent and the cells. Measurements Circularly polarized luminescence or CPL (general): A molecule can preferentially absorb circularly polarized light, in the same way, it can also emit an excess of circularly polarized light by radiative de-excitation in the form of luminescence (fluorescence, delayed fluorescence or phosphorescence).To observe this phenomenon of circularly polarized luminescence (called CPL for Circularly Polarized Luminescence), the fluorophore must be subjected to a force field: it can come from the chiral fluorochrome studied (chiral force field intrinsic to the molecule), we then speak of CPL, or it can come from an external magnetic field which is in the direction of propagation of the emitted light, in this case, the molecule studied is not necessarily chiral and we speak of MCPL (for Magnetic Circularly Polarized Luminescence). In the context of the present invention, only CPL will be studied; no study will be carried out on the properties of MCPL. As for circular dichroism, to measure CPL we measure the difference in intensity (∆^^(^^)) between the emission of left-hand circularly polarized light (^^. ^^ ( ^^ )) compared to the emission of right circularly polarized light (^^^^(^^)):∆^^(^^) = ^^^^(^^) − ^^^^(^^)The measurements of ∆^^(^^) are quite complex since they can be subject to numerous experimental artifacts (linearly polarized light, birefringence phenomena) and to a problem related to the detection limit. Indeed, in general, the proportion of circularly polarized light is very low compared to the total light emitted ^^(^^), therefore the photomultipliers used must be very efficient. In order to be able to compare the emission of circularly polarized light between fluorophores, it is appropriate to use the luminescence asymmetry factor: where ^^ ( ^^ ) represents the total luminescence intensity. Due to the "factor 2", the ^^ ^^^^^^can take values ​​between -2 and 2, as for the ^^^^^^^^, representing a total emission of right or left circularly polarized light. In the same way as for the CD, if the value of ^^ ^^^^^^ is zero, then the molecule does not emit an excess of circularly polarized light. CPL measurements provide information on the chiral environments of transitions associated with radiative de-excitations of the compounds and therefore on the lower energy singlet or triplet states which are responsible for fluorescence (delayed or not) and phosphorescence. However, during the phenomenon of absorption and internal conversion (and intersystem crossing for phosphorescence), the molecule sometimes changes geometry compared to its ground state. This is why it is possible to see a^^ ^^^^^^ different from 0 and one ^^ ^^^^^^zero (and theoretically the reverse is also possible, but has never been observed). A loss of chiral information can occur if the geometry of the molecule is modified, and if the radiative de-excitation transition does not involve the intrinsically chiral parts of the molecule. It is also possible to determine theoretically, that is, by modeling and calculations, the values ​​of ^^^^^^^^ via the following formula: In this formula µ and ^^ represent respectively the electric and magnetic dipole transition moments in the excited state, ^^ is the angle between these two vectors. With this formula, it is easy to understand that the larger the values ​​of the norms of the vectors, the greater the value of ^^ ^^^^^^ will be high (if ^^ ≠ ^^ 2). However, in practice ^^ is often very small compared to µ so the ^^ ^^^^^^ is directly proportional to | ^^ | and inversely proportional to | µ| . Therefore, high values ​​of ^^ ^^^^^^ are expected for magnetically allowed and electrically forbidden transitions. This is why CPL measurements were primarily applied to lanthanide complexes at first. These compounds have the particularity of being able to perform particular transitions (Laporte transition, theoretically forbidden, but observable thanks to spin-orbit coupling) which give a very large magnetic transition moment and a small electrical transition moment. This is why, despite the high values ​​of ^^ ^^^^^^obtained (the maximum value measured so far is 1.38), the quantum yields of this type of complex are low (of the order of a few percent in the best cases). Delayed fluorescenceReverse Intersystem Crossing (rISC)As mentioned previously, from the T 1 state it is possible for a molecule to return to an excited singlet state S1. This can be done by triplet-triplet annihilation or by an intersystem crossing. In the second case, if the energy difference between the lowest energy singlet state S1 and the lowest energy triplet state T 1 (ΔEST) is small enough, we speak of reverse intersystem crossing (rISC), we then have the following transition: T1 → S1. Like intersystem crossing, reverse intersystem crossing can only occur if the initial state (T 1) has a sufficiently long lifetime and the speed of reverse intersystem crossing is sufficiently high.This phenomenon is energetically dependent since we pass from a low energy state (T1) to a higher energy state (S 1). Thus, we consider that for there to be spontaneous, at room temperature (20 s 5°C), reverse intersystem crossing, the energy difference between S1 and T1 must be less than 500 meV: ∆^^^^^^ ≤ 500 ^^^^^^. This value is often debated because it depends on the fluorophore studied: We also find in the literature the limit value of 360 ^^^^^^. The ∆^^. ^^^^ is directly proportional to the orbital overlap between the HOMO and LUMO of a molecule. Thus, the greater the separation between these two orbitals, the greater the value of ∆^^ ^^^^will be low. The challenge of a molecular design to have a significant intersystem crossing lies in obtaining a good spatial separation of these frontier orbitals. Various molecular designs have been developed to meet these conditions, the most commonly used involving donor-acceptor type fluorophores, where these two units form a dihedral angle as close as possible to 90°. This makes it possible to position the HOMO mainly on the donor group and the LUMO mainly on the acceptor. However, care must be taken not to completely separate the two frontier orbitals because the quantum yield is proportional to the orbital overlap between the HOMO and the LUMO. It is therefore necessary to find a compromise between a good separation to minimize the ∆^^ ^^^^and maintain interesting quantum yields. Thermally activated delayed fluorescence After the reverse intersystem crossing, the molecule returns to the S1 state. From then on, it is possible for it to emit fluorescence (de-excitation S1 → S0) which will have the same emission wavelength as the prompt fluorescence. However, as the molecule has passed through several states, the lifetime of this fluorescence is different, it is longer, of the order of 10 -8 to 10 -5 seconds, which is why this phenomenon is called "delayed fluorescence". However, the term "delayed fluorescence" used in French omits an important part of the phenomenon. Indeed, in English, delayed fluorescence is called "Therally Activated Delayed Fluorescence" (abbreviated TADF), which could be translated as: "thermally activated delayed fluorescence".Due to inverse intersystem crossing, which is a temperature-dependent process, delayed fluorescence is also temperature-dependent. Thus, the higher the temperature of the medium, the more intersystem crossing will be favored, and the more molecules will be able to return to the S 1 state to emit delayed fluorescence. Quantum yield The quantum yield, which measures the efficiency of photon emission, is calculated relatively to a suitable reference whose absorbance and fluorescence spectra overlap with those of the compound studied. The formula used is as follows:. where ^^ represents the area under the emission curve of the compound to be studied and ^^ ^^^^^^ the area under the reference emission curve, ^^ and ^^ ^^^^^^ the absorbances of the compound to be studied and of the reference respectively, ^^ and ^^ ^^^^^^are the refractive indices of the media in which the molecule of interest and the reference are found. Finally ^^ ^^^^^^ is the quantum yield of the reference. Photophysical and TADF data: To demonstrate the TADF properties of the compounds of the invention, it is necessary to verify that the fluorescence decline is biexponential: short lifetime of the order of a nanosecond and a long lifetime in degassed solution (the oxygen in the air quenches the triplet state), and to see if an increase in the quantum yield (Φ F) is observed between the air solution and the argon-degassed solution. General process for the synthesis of symmetric heterohelicenes according to the invention (procedure A) In a 10 ml round-bottomed flask, containing (S)-BNTPNCz2 (400 mg, 0.54 mmol), 1.5 ml of sulfonic acid or TfOH or CF 3SO3H is added. The dark blue reaction mixture is stirred at room temperature (20 ± 5 °C) for 12 h. Then, crushed ice is added to the reaction mixture and a blue precipitate is collected by filtration and washed with distilled water. The precipitate is dissolved in dichloromethane or DCM (200 ml). The resulting organic phase is then washed with 100 ml of 1 M NaOH solution. The color of the organic phase then changes from dark blue to yellow. The aqueous phase is extracted again with DCM (100 ml). The collected organic phase is dried over anhydrous Na 2SO4 and filtered, then concentrated under vacuum. The crude product (Int 1) obtained in the form of a yellow solid is analyzed by NMR 1H (Fig. 3a), The product obtained can be used for the next step without further purification. In a 50 mL round-bottom flask, the intermediate imine Int1 (395 mg, 0.54 mmol), is solubilized in dioxane (15 mL). Then, 15 mL of 6 M HCl is added. The reaction mixture is stirred at 95 °C for 24 hours and then cooled to room temperature. The reaction mixture is diluted with DCM (200 mL) and then washed with 150 mL of 2 M NaOH solution. The aqueous phase is extracted again with DCM (200 mL). The collected organic phase is then dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The crude product is purified by silica gel chromatography using a DCM / heptane (80 / 20) mixture as eluent. The product is obtained in the form of an orange solid (291 mg, 72%). The crude reaction mixture analyzed by NMR spectrum 1H is presented in [Fig. 3b].It is a mixture of diastereoisomers ((S)-BN-(M)-Helicene 1 and (S)-BN-(P)-Helicene 1. 1H NMR and HPLC analyses show that these diastereoisomers are formed in a ratio of 37:63 (M:P). The diastereoisomers can be separated by chiral HPLC. Column: Xselect HSSC18 (250 x 21.2 mm, 5 μm); Flow rate: 65 mL / min; Temperature: 40°C; Pressure: 120 bar; Detection: UV 200 -400 nm Max Abs; Solvent: A (CO2), B (MeOH). Gradient: 30% A, 40% B, 12min; 70% A, 30% B. (see HPLC section below Page no. 13).BP-(rac)-Helicene 2 was synthesized according to general procedure A and the reaction was carried out on a 0.78 mmol (500 mg) scale. The product (racemic mixture) was isolated as an orange solid (225 mg, 45%) by silica gel chromatography using ethyl acetate / heptane 10:90 (v / v) as eluent. The enantiomers were separated by chiral HPLC.Column: CHIRALPAK IA (250 x 30 mm, 5 μm); Flow rate: 70 mL / min; Temperature: 40°C; Pressure: 120 bar; Detection: UV 200 -400 nmMax Abs; Solvent: A (CO2), B (DCM). Gradient: Isocratic 60% A, 40% B. BP-(rac)-Helicene 3 was synthesized according to general procedure A and the reaction was carried out at the 0.53 mmol (500 mg) scale. The product (racemic mixture) was isolated as a red solid (150 mg, 30%) by column chromatography using silica gel and ethyl acetate / cyclohexane (14 / 86) as eluent. General Method for the Synthesis of Unsymmetrical Heterohelicene (Procedure B) In a 10 ml round-bottomed flask containing (R)-BNTPNPhenoxCz (500 mg, 0.66 mmol) 1.5 ml of TfOH are added. The dark blue reaction mixture is stirred at room temperature (20 ± 5 °C) for 24 h. Then, crushed ice is added to the reaction mixture and the formed blue precipitate is collected by filtration and washed with distilled water. The blue precipitate is then dissolved in DCM (200 ml) and the resulting organic phase is washed with 100 ml of 1 M NaOH solution. The aqueous phase is again extracted with DCM (100 ml). The organic phase is then dried over anhydrous Na2SO4 and filtered, then concentrated in vacuo. The crude product obtained (Int 2) in the form of a brown solid is analyzed by 1H NMR. The product can be used for the next step without further purification.In a 50 mL round-bottomed flask, the intermediate imine Int 2 (470 mg, 0.62 mmol) is dissolved in dioxane (20 mL). Then, 20 mL of 6 M HCl is added and the color of the solution changes from yellow to blue. The reaction mixture is stirred at 95°C for 24 hours and then the reaction mixture is cooled to room temperature. The color of the reaction mixture then changes from blue to red. The reaction mixture is diluted with DCM (250 mL) and the resulting aqueous phase is washed with 200 mL of 2 M NaOH solution. The aqueous phase is extracted again with DCM (250 mL). The organic phase is then dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude product is purified by silica gel chromatography using DCM / heptane (90 / 10) as eluent. Here, the diastereoisomers are separated by silica gel chromatography using DCM / Heptane (90 / 10) as eluent.The products are obtained as red solids (R)-BN-(M)-Helicene 4 (42 mg, 7.9%), (R)-BN-(P)-Helicene 4 (44 mg, 8.3%) and a mixture of the two diastereoisomers (30 mg, 5.7%). BP-(rac)-Helicene 5 is synthesized according to general procedure B and the reaction was carried out on a 0.76 mmol (500 mg) scale. The products (racemic mixture) are isolated as a red solid (70 mg, 14%) by silica gel chromatography using ethyl acetate / heptane (8 / 92) as eluent. The enantiomers are separated by chiral HPLC. Column: CHIRALPAK IB (250 x 4.6 mm, 5 μm); flow rate: 4 mL / min; Temperature: 40°C; Pressure: 120 bar; Detection: UV 200 -400 nm Max Abs; Solvent: A (CO2), B (IPA: DCM). Gradient: Isocratic 70% A (CO2), 30% B (20% IPA: 10% DCM). NMR characterization data of the heterohelicenes according to the invention, synthesized according to Example 1 or Example 2:. (S)-BN-(M)-Helicene 1RMN 1H (400 MHz, CDCl3) δ 8.48 (d, J = 7.8 Hz (2H), 8.33 (d, J = 7.3Hz, 2H), 7.84 (dd, J = 7.2 Hz, J = 5.5. 7.6 Hz, 2H), 7.66 –7.62 (m, 4H), 7.41 (t, J = 7.3 Hz, 2H), 7.33 (t, J = 7.5 Hz, 2H), 6.96 (t,J = 7.5 Hz, 2H), 6.8, J 6.6 (2H). (d, J = 8.4 Hz, 2H).NMR 13C (151 MHz, CDCl3) δ 177.36, 151.04, 147.23, 139.42, 137.77,132.34, 127.03, 126.58, 126.18, 126.04, 125.47, 124.87, 124.83, 123.30, 123.00, 121.42,121.1.1MS1.9, 121.42,121.1.1.1.1.1.ES [I] [I m / z calculated for M = C52H26N2O4Calculated (M+Na)+ 765.1791 , Found (S)-BN-(P)-Helicene 1RMN 1H (400 MHz, CDCl3) δ 8.41 (d, J = 7.9 Hz (2H), 8.28 (d, J = 7.4Hz, 2H), 7.95 (d, J = 84 – 2H, 7, 7, 4H), 7.82 (d, J = 7.7Hz, 2H), 7.65 (dd, J = 12.8, 5.1 Hz, 4H), 7.41 (t, J = 7.3 Hz, 2H), 7.33(t, J = 7.4 Hz, 26 (2H), H = ,6. 6.67 (t, J = 7.7 Hz, 2H),6.21 (d, J = 8.5 Hz, 2H).RMN 13C (151 MHz, CDCl3) δ 177.65, 151.11, 146.49, 139,93.30, 13 128.46, 127.65, 126.08, 125.53, 124.48, 124.48, 124.72, 4.12.24. 121.82,121.20, 121.03, 112.29.HRMS [ESI] : m / z calculated for M = C52H26N2O4Calculated (M+H)+ 743.1791 , Found 765.1790. 138.46, 137.87, 136.72, 132.98, 130.28, 129.53, 129.14, 128.60, 128.13, 127.98, 127.62, 127.62, 127.12.36. HRMS [ESI] : m / z calculated for M = C68H38N2O4 Calculated (M+H)+ 947.2910 , Found (R)-BN-(P)-Hélicène 4RMN 1H (400 MHz, CD2Cl2) δ 8.25 (d, J = 7.8 Hz, 1H), 8.12 (d, J =7.4 Hz, 1H), 8.03 (d, J = 8.9 Hz, 1H), 7.98 (dd, J = 7.4, 1.9 Hz, 1H),7.96 – 7.92 (m, 2H), 7.89 (d, J = 8.1 Hz, 1H), 7.83 (d, J = 8.8 Hz, 1H),7.74 (d, J = 7.5 Hz, 1H), 7.63 (dd, J = 8.3, 2.3 Hz, 2H), 7.56 – 7.25 (m,10H), 7.16 (t, J = 7.3 Hz, 1H), 6.50 – 6.41 (m, 2H), 5.97 (dd, J = 10.2,4.3 Hz, 1H), 5.72 (d, J = 8.0 Hz, 1H).RMN 13C (101 MHz, CD2Cl2) δ 177.33, 176.29, 151.43, 151.19, 147.25,147.01, 146.60, 145.64, 138.48, 138.00, 132.69, 132.42, 132.33, 132.25, 131.28, 131.17, 128.87, 128.84, 127.95, 127.42, 127.23, 127.21, 127.00, 126.50, 126.25, 126.11, 125.96, 125.84, 125.78, 125.49, 125.26, 125.20, 124.35, 124.31, 123.51, 123.44, 123.29, 122.92, 122.77, 122.23, 121.67, 121.51, 121.16, 120.77, 119.51,116.50, 114.59, 114.55.HRMS [ESI] : m / z calculé pour M = C52H26N2O5Calculé (M+H)+ 759.1920 , Trouvé 759.1921. BP-(rac)-Hélicène 5 RMN 1H (400 MHz, CD2Cl2) δ 8.26 (d, J = 7.4 Hz, 1H), 8.14 (d, J = 7.3 Hz, 1H), 7.97 (dd, J = 7.2, 2.0 Hz, 1H), 7.56 – 6.6 (H7 Hz), J.7, 1H (m, 4H), 7.44 (d, J = 8.3 Hz, 2H), 7.38 – 7.25 (m, 7H), 7.18 (t, J = 7.2 Hz, 1H), 6.50 – 6.42 (m, 2H), 5.6, 8.3.6, J = 6 1H),5.70 (d, J = 8.1 Hz, 1H).RMN 13C (101 MHz, CD2Cl2) δ 177.29, 176.27, 153.58, 153.48, 147.31,147.339.48, 138 132.81, 130.26, 130.17, 128.69, 128.63, 128.09, 127.49, 126.55, 125.97, 125.86, 125.82, 13.6,125.51, 124.31, 123.51, 123.34, 122.82, 122.37, 121.48,121.16, 120.87, 119.53, 116.50, 114.62, 114.56. HRMS [ESI] : m / z calculated for M = C44H22N2O5Calculated (M+Na)+ 681.1426 , Found

Claims

CLAIMS 1. Molecule of formula (I) in which - E and E', together with the carbon atoms to which they are bonded, form an 8-membered heterocycle selected from the group formed by, , , with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a halogen atom chosen from F, Cl, Br and I, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , , with R13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 + , And T representing a heteroatom chosen from the group formed by O, S, and CRR0 with R and R0 , identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted,L representing a heteroatom chosen from the group formed by O and S;- X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by, with R20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), and T' representing a heteroatom chosen from the group formed by O, S, and CR'R'0 with R' and R'0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 atoms of carbon, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, and L' representing a heteroatom chosen from the group formed by O and S; represents the point of attachment of the atoms to the rest of the molecule by a covalent bond.

2. Molecule of formula (I) according to claim 1, in which - E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed by , , , with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a halogen atom chosen from F, Cl, Br and I, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , ,withR13, R14, R15, R16, R17, R18, R19, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), an imine of formula C=NH or C=NCH3, an iminium of formula C=NH2+ or C=NHCH3 + , and T representing a heteroatom chosen from the group formed by O, S, and CRR0 with R and R0 , identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , , withR20, R21, R22, R23, R24, R25, R26, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), and T' representing a heteroatom chosen from the group formed by O, S, and CR'R'0 with R' and R'0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising from 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, and represents the point of attachment of the atoms to the rest of the molecule by a covalent bond.

3. Molecule according to claim 1, characterized in that- E and E', together with the carbon atoms to which they are bonded, form a heterocycle comprising 8 members chosen from the group formed by , withR1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a halogen atom chosen from F, Cl, Br and I, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.

4. Molecule according to one of claims 1 or 3, characterized in that - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R13, R14, R15, R16, R17, R18, R19, R31, R32, R33 and R34, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D representing a carbonyl (C=O), and L representing a heteroatom chosen from the group formed by O and S.

5. Molecule according to any one of claims 1 to 3, characterized in that - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , withR13, R14, R15, R16, R17, R18, R19, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted,D representing a carbonyl (C=O), andT representing a heteroatom chosen from the group formed by O, S, and CRR0 with R and R0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.

6. Molecule according to any one of claims 1, 3 to 5, characterized in that - X and X', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, R27, R28, R29 and R30, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), and L' representing a heteroatom chosen from the group formed by O and S.

7. Molecule according to any one of claims 1 to 5, characterized in that - X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,withR20, R21, R22, R23, R24, R25, R26, identical or different, representinga hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, D' representing a carbonyl (C=O), and T' representing a heteroatom chosen from the group formed by O, S, andCR'R'0 with R' and R'0, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.

8. Molecule according to one of claims 1 or 2, characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a halogen atom chosen from F, Cl, Br and I, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.

9. Molecule according to one of claims 1 or 2, characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by, , R5, R6, R7, R8, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- A and A', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an alkoxy group whose alkyl group comprises 1 to 8 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted.

10. Molecule according to one of claims 1 or 2, characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by ,with R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11 and R12, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted;- A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by ,with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an aryl radical containing 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - D and D' represents a carbonyl (C=O), and T ’ représentant O.

11. Molecule according to one of claims 1 or 2, characterized in that - E and E', together with the carbon atoms to which they are linked, form a heterocycle comprising 8 members chosen from the group formed by , with R1, R2, R3, R4, R5, R6, R7, R8, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted; - A and A', together with the carbon atoms to which they are bonded, form a 6-membered heterocycle chosen from the group formed by ,with R13, R14, R15, R16, R17, R18, R19, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical containing 1 to 12 carbon atoms, an alkoxy group whose alkyl group contains 1 to 8 carbon atoms, an aryl radical containing from 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - X and X', together with the carbon atoms to which they are linked, form a 6-membered heterocycle chosen from the group formed by , with R20, R21, R22, R23, R24, R25, R26, identical or different, representing a hydrogen atom, a deuterium, an alkyl radical comprising 1 to 12 carbon atoms, an aryl radical comprising 6 to 20 carbon atoms, the alkyl and aryl radicals being optionally substituted, - D and D' represents a carbonyl (C=O), and T' representing O.

12. Molecule according to any one of claims 1 to 11, characterized in that it is chosen from the group formed by , , BP-(P / M)-Helicene 3 (R)-BN-(P / M)-Helicene 4 . B P-(P / M)-Hélicène 5 13. Molecule according to any one of claims 1 to 11, characterized in that it is chosen from the group formed by , , BP-(P / M)-Helicene 3 (R)-BN-(P / M)-Helicene 4 , , (S)-BN-(P)-Helicene 1 (S)-BN-(M)-Helicene 1 (R)-BN-(M)-Helicene 4 (R)-BN-(P)-Helicene 4 14. Use of a compound of formula (I), according to any one of claims 1 to 13 as a photocatalyst or as a dopant in particular in the emitting layers of light-emitting diodes (OLEDs).

15. Electroluminescent device or light-emitting diode (OLED) comprising a compound according to any one of claims 1 to 13.

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