Process for preparing hydrosilanes from (pseudo-)halosilanes by electrochemical means

Abstract

The present invention relates to a process for preparing hydrosilanes by means of the electrochemical reduction of corresponding (pseudo-)halosilanes in the presence of a transition metal complex as a hydride transfer agent, and a protonated (or deuterated) organic base as a source of protons (or deuterium). The process of the invention is part of a circular approach to the silicon element, because it enables (pseudo-)halosilane compounds, which are common waste products from silicon chemistry, to be recycled into hydrosilanes with higher added value.

Description

[0001]DESCRIPTION TITLE: METHOD FOR PREPARING HYDROSILANE INGREDIENTS FROM (PSEUDO-)HALO-SILANES BY ELECTROCHEMICAL MEANS Technical Field of the Invention The present invention relates to the field of silane chemistry and more particularly to the synthesis of hydrosilane compounds having one to four Si-H bonds per silicon atom. In particular, the present invention concerns a method for preparing hydrosilanes by electrochemical reduction of corresponding (pseudo-)halosilanes in the presence of a transition metal complex as a hydride transfer agent, and a protonated (or deuterated) organic base as a proton (or deuterium) source. The present invention contributes to the circularity of the silicon element by presenting a method for recycling (pseudo-)halosilane compounds, common by-products of silicon chemistry, into higher value-added hydrosilanes.Technical background The known methods for transforming silicon-(pseudo)halogen bonds into silicon-hydrogen bonds rely either on: - Water-based reagents, used in stoichiometric quantities. These have a higher reducing potential than that required by thermodynamics and lead to energy loss in the form of heat. This is why metal hydrides (LiH, NaH, CaH) are used. 2) or even aluminum and boron hydrides (LiAlH4, NaBH4). This method is the one preferred. - On borane derivatives (HBpin, BH3-THF) in the presence of catalysts allowing the exchange between the H and X groups. This route also relies on the use of a stoichiometric reagent and produces an equivalent amount of waste. - On the hydrogenolysis of the Si-X bond starting from a catalyst and a basic stoichiometric amount,under hydrogen to form a reactive water species as described in JP2016017071A. The bases used are often complex and have a significant cost on the overall reaction. - On the hydrogenolysis of the Si-X bond from a rare-metal (Ru)-based heterogeneous catalyst under hydrogen at high temperature as described by WO0039132A1. There is therefore a real need for a new synthetic route to produce hydrosilanes efficiently with an improved energy balance compared to known synthetic routes. Furthermore, there is a real need for a hydrosilane synthetic route with high selectivity for hydrosilane products to minimize silicon losses as waste compared to known synthetic routes. In addition, there is a real need for a more atom-efficient hydrosilane synthetic route by reducing the need for stoichiometric reagents: reducing agents, bases, etc. Moreover,There is a real need for a safer hydrosilane synthesis route, particularly by reducing the quantity of risky reagents and their hazards. Summary of the Invention The present invention aims precisely to meet these needs by providing a process for preparing a hydrosilane of formula (I) (R1)o(R2)m(R3)pSiHn by electrochemical reduction of a (pseudo-)halosilane of formula (II) (R1)o(R2)m(R3)pSiXn in which R1, R2, and R3, identical or different, are a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, an alkoxy (-O-alkyl) group whose alkyl group comprises 1 to 12 carbon atoms, a cycloalkoxy (-O-cycloalkyl) group whose cycloalkyl group comprises 3 to 12 carbon atoms, and an aryloxy group whose aryl group comprises from 6 to 20 carbon atoms, a siloxy group (-O-SiR10R11R12) of which R10,R11 and R12, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups being optionally substituted; a -NR9R4 group, with R9 and R4, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups being optionally substituted; a silyl group (-SiR10R11R12) with R10, R11, and R12, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, said alkyl groups,cycloalkyl and aryl being possibly substituted; - n is 1, 2, 3, 4; - m is 0, 1; - o is 0, 1; - p is 0, 1; - X represents Cl, Br, I, -OSO, 2 R and -N(SO 2 R) 2 with R being a group -CF 3 , - CH3 or o-tolyl, m-tolyl, p-tolyl; characterized in that in an electrochemical reactor comprising - a supporting electrolyte selected from ammonium salts of formula (NR5R6R7R8) + in which R5, R6, R7 and R8, identical or different, represent a hydrogen atom, an alkyl group comprising 1 to 6 carbon atoms, or . of alkali metals chosen from Li + , N / A + K + , Cs + , with counter-anions of sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O− ), . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F4), . of perchlorate (ClO4)- ; - at least two electrodes, one anode and one cathode; a) the following are brought into contact, simultaneously or sequentially: • a (pseudo-)halosilane of formula (II); • a transition metal complex as a hydride transfer agent, the transition metal complex comprising: - a transition metal salt from groups 3 to 12 chosen from Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Y, Zr, Nb, Mo, Tu, Rh, Pd, Ag, Cd, Ta, W, Re, Os, Ir, Pt, Au, Hg; - one or more transition metal-bound ligands chosen from . the nitrogen ligands chosen from 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2.2.2]octane (DABCO), N-diisopropylethylamine (DIPEA or DIEA), bipyridyl (bipy), terpyridine (terpy); phenantroline (phen), ethylenediamine, N,N,N',N'-tetra-methylethylenediamine (TMEDA), quinoline and pyridine, .Phosphorus ligands, for example, chosen from 1,2-bis(dimethylphosphino)ethane (dmpe), 1,2-bis(dimethylphosphino)benzene (dmpbz), triphenylphosphine, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), triisopropylphosphine, tris[2-diphenylphosphino)ethyl]phosphine (PP3), 4,5-bis-(di-i-propylphosphinomethyl)acridine, 4,5-bis-(di-phenylphosphinomethyl)acridine, tricyclohexylphosphine, 1,2-bis-diphenylphosphinoethane (dppe), 1,2-bis(diphenylphosphino)ethane (dppb); R POCOP = (C6H4){1,3-OPR2}2 where R is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, 1,3-bis[(di-tert-butylphosphino)oxy]benzene ((tBu)2P-O-C6H4-OP(tBu)2); R’PNP = R'2PCH2CH2N(H)CH2CH2PR'2 where R' is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, bis[2-diphenylphosphino)ethyl]amine {((C6H5)2P-CH2-CH2)2NH} and bis[2-di-isopropylphosphino)ethyl]amine {(((CH3)2CH)2P-CH2-CH2)2NH}, . carbene ligands selected from the salts of 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium, 1,3-bis(2,6-butyldiisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium, 1,3-bis(2,4,6-trimethylphenyl)-1H-imidazol-3-ium, 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium, 4,5-dichloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium, 1,3-di-tert-butyl-1H-imidazol-3-ium, 1,3-di-tert-butyl-4,5-dihydro-1H-imidazol-3-ium, or a combination of these ligands, with as counter-anion derivatives of sulfonates selected from mesylate or methanesulfonate (CH3SO2O) −), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F4), . of perchlorate ClO4-; • a protonated (or deuterated) organic base with a pKa between 5 and 45 in acetonitrile as a proton (or deuterium) source, obtained by protonation or deuteration of an organic base selected from: . a tertiary amine comprising an alkyl group with 1 to 12 carbon atoms, a cycloalkyl group with 3 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, in particular triethylamine (NEt3), N,N-diisopropylethylamine (DIPEA) and N,N-dicyclohexylmethylamine (Cy2NMe), . an amidine, in particular 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and 1,5-diazabicyclo(4.3.0)non-5-ene (DBN). . a guanidine, in particular 2-tert-butyl-1,1,3,3-tetramethylguanidine (BTMG), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), . a phosphazene, in particular tert-butylimino-tri(pyrrolidino)phosphorane or BTPP, .a proazaphosphatrane, in particular 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; • a solvent or a mixture of at least two solvent(s) selected from: . ethers selected from diethyl ether, THF, dioxane, anisole, and diglyme, . carbonates selected from dimethyl carbonate, propylene carbonate, and ethylene carbonate, . Tertiary amines selected from triethylamine (NEt3), N,N-diisopropylethylamine (DIPEA) and N,N-dicyclohexylmethylamine (Cy2NMe); nitriles selected from acetonitrile, benzonitrile; aromatic hydrocarbons selected from benzene, toluene, xylene; aliphatic hydrocarbons selected from pentane, hexane, cyclohexane; pyridine-based solvents selected from pyridine, lutidine, or 2,6-di-tert-butylpyridine.Alkyl halides selected from chloroform and methylene chloride, dichloromethane, . Aryl halides selected from chlorobenzene and dichlorobenzene, fluorobenzene, 1,2-difluorobenzene, 1,3-difluorobenzene, 1,2,3-trifluorobenzene, 1,2,4-trifluorobenzene, 1,2,3,4-tetrafluorobenzene, . Ionic liquids selected from 1-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate, 1-butyl-3-methylimidazolium chloride ([BMIM]Cl), the salts Cl-, CF3COO-, CF3SO3-, (CF3SO2)N-, C3F7COO-, C4F9SO3. –, 1-butyl-1-methylpiperidinium of 1-butyl-3-methyl imidazolium, the bis-(trifluoromethyl sulfonyl) of 1-methyl-3-methyl imidazolium, of 1-ethyl-3-methyl imidazolium, of 1-ethyl-3-ethyl imidazolium, of 1-butyl-3-methyl imidazolium, of 1-isobutyl-3-methyl imidazolium, of 1-butyl-3-ethyl imidazolium, of 1-methoxyethyl-3-methylimidazolium, of 1-methyl-2-methyl-3-ethylimidazolium, of 1-trifluoroethyl-3-methyl imidazolium, of 1-ethyl-3-ethyl-4-methyl imidazolium, of 1-methyl-3-ethyl-4-methyl imidazolium; b) a voltage between -0.5 V and -3 V is applied; and c) the hydrosilane of formula (I) is recovered. The process of the invention proposes a new synthetic route: - more energy-efficient by controlling the reducing potential applied to the preparation of the hydrosilanes and thus reducing the overpotentials used; and - more atom-efficient by reducing the need for stoichiometric reagents: reducing agents,bases. The present invention also relates to the use of the process of the invention for the recycling of (pseudo-)halosilanes derived from the corresponding hydrosilanes. Brief description of the figures. Other features and advantages of the invention will become apparent upon reading the detailed description that follows, for the understanding of which reference should be made to the accompanying drawings in which: [Fig. 1] represents the synthesis of a silane from a (pseudo-)halosilane according to the invention. The principle of the process of the invention is based on the production of a metal-hydride transfer agent via the reduction of a metal salt in the presence of a proton source in an organic solvent. [Fig. 2] represents the two embodiments of the process: a. sequential,b. simultaneous or catalytic. [Fig.3] represents the chemical structure of some compounds mentioned in this presentation. Detailed description of the invention The present invention relates to a process for preparing a hydrosilane of formula (I) (R1)o(R2)m(R3)pSiHn by electrochemical reduction of a (pseudo-)halosilane of formula (II) (R1)o(R2)m(R3)pSiXn in which - R1, R2 and R3, identical or different, are a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, an alkoxy (-O-alkyl) group whose alkyl group comprises 1 to 12 carbon atoms, a cycloalkoxy (-O-cycloalkyl) group whose cycloalkyl group comprises 3 to 12 carbon atoms, an aryloxy group whose aryl group comprises 6 to 20 atoms of carbon, a siloxy group (-O-SiR10R11R12) where R10, R11 and R12, identical or different, represent a hydrogen atom,an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups being optionally substituted, a -NR9R4 group, with R9 and R4, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups being optionally substituted, a silyl group (-SiR10R11R12) with R10, R11, and R12, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising from 6 to 20 carbon atoms, said alkyl, cycloalkyl and aryl groups being optionally substituted; - n is 1, 2, 3, 4; - m is 0, 1; - o is 0,1; - p is 0, 1; - X represents Cl, Br, I, -OSO2R and -N(SO2R)2 with R being a -CF3, -CH3 or o-tolyl, m-tolyl, p-tolyl group; characterized in that in an electrochemical reactor comprising - a supporting electrolyte selected from ammonium salts of formula (NR5R6R7R8), + in which R5, R6, R7 and R8, identical or different, represent a hydrogen atom, an alkyl group comprising 1 to 6 carbon atoms, or . of alkali metals chosen from Li + , N / A + K + , Cs + , with counter-anions of sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F4), . of perchlorate (ClO4)- ; - at least two electrodes, one anode and one cathode; a) the following are brought into contact, simultaneously or sequentially: • a (pseudo-)halosilane of formula (II); • a transition metal complex as a hydride transfer agent, the transition metal complex comprising: - a transition metal salt from groups 3 to 12 chosen from Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Y, Zr, Nb, Mo, Tu, Rh, Pd, Ag, Cd, Ta, W, Re, Os, Ir, Pt, Au, Hg; - one or more transition metal-bound ligands chosen from . the nitrogen ligands chosen from 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2.2.2]octane (DABCO), N-diisopropylethylamine (DIPEA or DIEA), bipyridyl (bipy), terpyridine (terpy); phenantroline (phen), ethylenediamine, N,N,N',N'-tetra-methylethylenediamine (TMEDA), quinoline and pyridine, .the phosphorus ligands chosen from 1,2-bis(dimethylphosphino)ethane (dmpe), 1,2-bis(dimethylphosphino)benzene (dmpbz), triphenylphosphine, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), triisopropylphosphine, tris[2-diphenylphosphino)ethyl]phosphine (PP3), 4,5-bis-(di-i-propylphosphinomethyl)acridine, 4,5-bis-(di-phenylphosphinomethyl)acridine, tricyclohexylphosphine, 1,2-bis-diphenylphosphinoethane (dppe), 1,2-bis(diphenylphosphino)ethane (dppb); R POCOP = (C6H4){1,3-OPR2}2 where R is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, 1,3-bis[(di-tert-butylphosphino)oxy]benzene ((tBu)2P-O-C6H4-OP(tBu)2); R’PNP = R'2PCH2CH2N(H)CH2CH2PR'2 where R' is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, bis[2-diphenylphosphino)ethyl]amine {((C6H5)2P-CH2-CH2)2NH} and bis[2-di-isopropylphosphino)ethyl]amine {(((CH3)2CH)2P-CH2-CH2)2NH}, . carbene ligands selected from the salts of 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium, 1,3-bis(2,6-butyldiisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium, 1,3-bis(2,4,6-trimethylphenyl)-1H-imidazol-3-ium, 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium, 4,5-dichloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium, 1,3-di-tert-butyl-1H-imidazol-3-ium, 1,3-di-tert-butyl-4,5-dihydro-1H-imidazol-3-ium, or a combination of these ligands, with as counter-anion derivatives of sulfonates selected from mesylate or methanesulfonate (CH3SO2O) −), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4), . of perchlorate ClO4-; • a protonated (or deuterated) organic base with a pKa between 5 and 45 in acetonitrile as a proton (or deuterium) source, obtained by protonation or deuteration of an organic base selected from: . a tertiary amine comprising an alkyl group with 1 to 12 carbon atoms, a cycloalkyl group with 3 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, in particular triethylamine (NEt3), N,N-diisopropylethylamine (DIPEA) and N,N-dicyclohexylmethylamine (Cy 2NMe), . an amidine, in particular 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and 1,5-diazabicyclo(4.3.0)non-5-ene (DBN). . a guanidine, in particular 2-tert-butyl-1,1,3,3-tetramethylguanidine (BTMG), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), . a phosphazene, in particular tert-butylimino-tri(pyrrolidino)phosphorane or BTPP, . a proazaphosphatrane, in particular 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; • a solvent or a mixture of at least two solvent(s) selected from: . ethers selected from diethyl ether, THF, dioxane, anisole, and diglyme, . carbonates selected from dimethyl carbonate, propylene carbonate, and ethylene carbonate, .Tertiary amines selected from triethylamine (NEt3), N,N-diisopropylethylamine (DIPEA) and N,N-dicyclohexylmethylamine (Cy2NMe); nitriles selected from acetonitrile, benzonitrile; aromatic hydrocarbons selected from benzene, toluene, xylene; aliphatic hydrocarbons selected from pentane, hexane, cyclohexane; pyridine-based solvents selected from pyridine, lutidine, or 2,6-di-tert-butylpyridine; alkyl halides selected from chloroform and methylene chloride, dichloromethane. aryl halides selected from chlorobenzene and dichlorobenzene, fluorobenzene, 1,2-difluorobenzene, 1,3-difluorobenzene, 1,2,3-trifluorobenzene, 1,2,4-trifluorobenzene, 1,2,3,4-tetrafluorobenzene, . ionic liquids selected from 1-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate, 1-butyl-3-methylimidazolium chloride ([BMIM]Cl), Cl-, CF salts.3 COO-, CF 3 SO 3- , (CF 3 SO 2 )N-, C 3 F 7 COO-, C 4 F 9 SO 3–, 1-butyl-1-methylpiperidinium of 1-butyl-3-methyl imidazolium, the bis-(trifluoromethyl sulfonyl) of 1-methyl-3-methyl imidazolium, of 1-ethyl-3-methyl imidazolium, of 1-ethyl-3-ethyl imidazolium, of 1-butyl-3-methyl imidazolium, of 1-isobutyl-3-methyl imidazolium, of 1-butyl-3-ethyl imidazolium, of 1-methoxyethyl-3-methylimidazolium, of 1-methyl-2-methyl-3-ethylimidazolium, of 1-trifluoroethyl-3-methyl imidazolium, of 1-ethyl-3-ethyl-4-methyl imidazolium, of 1-methyl-3-ethyl-4-methyl imidazolium; b) a voltage between -0.5 V and -3 V is applied; and c) hydrosilane of formula (I) is recovered. As shown in [Fig. 1], the process of the invention allows the generation of metal-hydride (MH) species by electrochemical means. These MH species can transfer their hydride to silicon with elimination of the (pseudo)halogen.The reduction of metal salts at the electrolyzer cathode leads to the formation of reduced metal species capable of reacting with a proton source to form reactive metal-hydride species. To the inventors' knowledge, this synthesis strategy has never been described for the synthesis of main group hydrides. As already mentioned, the process of the invention allows control of the reduction potential, thus avoiding overpotentials and resulting in greater energy efficiency. The process of the invention does not require the use of pyrophoric reagents, the handling of which is costly and presents numerous risks. Furthermore, the process of the invention generates hydride species from one proton and two electrons, thereby eliminating the need for stoichiometric reagents commonly used in the preparation of hydrosilanes. It should be noted that the objective of the process of the invention is the electrochemical synthesis of Si-H from Si-X and H.+This distinguishes it from the synthesis of Si-C from Si-X and Si-CX, which are two different reactions. For the purposes of this invention, "silane" means a silicon-based molecule exhibiting Si-H, Si-D, and / or Si-C bonds. For the purposes of this invention, "hydrosilane" refers to silanes specifically exhibiting one or more Si-H bonds. For the purposes of this invention, "deuterated hydrosilane" refers to silanes specifically exhibiting one or more Si-D bonds. For the purposes of the invention, the term "halosilane" refers to silanes specifically having one or more Si-halogen bonds, the halogen being Cl, Br or I. For the purposes of the invention, the term "pseudo-halosilane" refers to silanes linked to one or more groups which are not halogens but which behave like halogens such as, for example, the groups -OSO2R and -N(SO2R)2 with R being a -CF3, -CH3 or o-tolyl, m-tolyl, p-tolyl group.For the purposes of this invention, "alkyl" means a linear, branched, saturated carbon radical, optionally substituted, comprising 1 to 12 carbon atoms. In some cases, the alkyl may comprise, for example, 1 to 10 carbon atoms, 1 to 8 carbon atoms, or 1 to 6 carbon atoms. Examples of saturated alkyl radicals, linear or branched, include methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, nonyl, decyl, undecyl, dodecyl, and their branched isomers. "Cycloalkyl" means a mono- or polycyclic, saturated carbon radical, optionally substituted, comprising 3 to 12 carbon atoms. In some cases, the alkyl may include, for example, 3 to 10 carbon atoms, for example 3 to 6 carbon atoms.Examples of cyclic alkyl groups include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, bicyclo[2,1,1]hexyl, bicyclo[2,2,1]heptyl, bicyclo[3,3,1]nonane, adamantyl, and isopinocampheyl. The alkyl and cycloalkyl groups may optionally be substituted by one or more alkoxy groups; one or more aryloxy groups; one or more halogens selected from fluorine, chlorine, bromine, or iodine atoms; one or more nitrile (-CN) groups; one or more aryl groups; one or more trifluoromethyl (-(CF3)) groups; with the alkoxy and aryl groups as defined in the present invention. The term "aryl" refers to a mono- or polycyclic aromatic substituent comprising 6 to 20 carbon atoms. The aryl group can include, for example, 6 to 10 carbon atoms, or for example, 6 to 8 carbon atoms. The aryl group can include, for example, 6 carbon atoms.In the context of the invention, the aryl group may be mono- or polycyclic. Examples include phenyl, benzyl, naphthyl, o-tolyl, m-tolyl, p-tolyl, mesityl, p-nitrophenyl, o-methoxyphenyl, m-methoxyphenyl, p-methoxyphenyl, o-methoxybenzyl, p-methoxybenzyl, m-methoxybenzyl, o-methylbenzyl, p-methylbenzyl, and m-methylbenzyl. The aryl group may optionally be substituted by one or more alkoxy groups; one or more aryloxy groups; one or more halogens selected from fluorine, chlorine, bromine, and iodine; one or more nitrile groups (-CN); or one or more trifluoromethyl groups (-CF3). one or more alkyl groups, with alkoxy and alkyl groups as defined within the scope of the present invention. The term "alkoxy" means an alkyl group, as defined above, linked by an oxygen atom (-O-alkyl).The term "cycloalkoxy" means a cycloalkyl group, as defined above, bonded by an oxygen atom (-O-cycloalkyl). The term "aryloxy" means an aryl group, as defined above, bonded by an oxygen atom (-O-aryl). The term "silyl" refers to a substituent of the formula -SiR10R11R12, where R10, R11, and R12, whether the same or different, represent an alkyl, cycloalkyl, aryl, or silyl group as defined above. The term "siloxy" refers to a silyl group, as defined above, bonded by an oxygen atom (-O-SiR10R11R12). "Halogen" means a substituent selected from the atoms of fluorine, chlorine, bromine, and iodine, or in the form of an anion (also called a halide) selected from F-, Cl-, Br-, and I-. It should be noted that in all compounds, substituents, radicals, groups and groups, solvents, reagents, etc.cited, used and / or defined in the context of the present invention, one or more hydrogen atoms may be, possibly replaced by one or more deuterium atoms (. 2H). By "yield," we mean the ratio between the quantity of product obtained and the maximum quantity that would be obtained if the reaction were complete. Faradaic efficiency (or FE) describes the electrochemical performance of materials by relating the percentage of actual and theoretical products during electrolysis. In the field of catalysis in general, and in the context of the present invention, the term "turnover number" (TON, sometimes translated as "number of rotations") refers to the number of moles of substrate that one mole of catalyst can transform before becoming inactive. A catalyst that does not become inactive would have an infinite "turnover number." According to one embodiment of the invention, R1, R2, and R3, which may be identical or different, represent: - an alkyl group comprising 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, - a cycloalkyl group comprising 3 to 12 carbon atoms, preferably 3 to 10 carbon atoms,- an aryl group comprising 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms, - a siloxy group (-O-SiR10R11R12) in which R10, R11, and R12, identical or different, represent a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, preferably 3 to 10 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms, - a silyl group (-SiR10R11R12) with R10, R11, and R12, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, a group a cycloalkyl group comprising 3 to 12 carbon atoms, preferably 3 to 10 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms, - an -NR9R4 group, with R9 and R4, identical or different,representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, preferably 1 to 8 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, preferably 3 to 10 carbon atoms, and an aryl group comprising 6 to 20 carbon atoms, preferably 6 to 10 carbon atoms, said alkyl, cycloalkyl, and aryl groups optionally being substituted by one or more alkoxy groups, one or more aryloxy groups, one or more halogens selected from fluorine, chlorine, bromine, and iodine atoms, one or more nitrile groups (-CN), one or more trifluoromethyl groups (-CF3), one or more alkyl groups, with the alkoxy and alkyl groups as defined within the scope of the present invention. According to another embodiment of the invention, n=m=o=p=1. According to another embodiment of the invention, n=2 and m=0 and o=p=1. According to another embodiment of the invention, n=3,m=o=0 and p=1. According to another embodiment of the invention, n=4, m=o=p=0. Two embodiments are possible for the process of the invention: - sequential, according to which the contact of the different compounds is carried out in stages: in a first stage, the hydride complex is formed by electrochemical reduction of a metal complex in the presence of a protonated (or deuterated) organic base used as a source of protons (or deuteriums), the (pseudo)halosilane of formula (II) is introduced in a second stage and reacts stoichiometrically with the metal hydride formed in the first stage; or - catalytic or simultaneous, according to which the contact of the different compounds is carried out simultaneously: the different elements of the reaction are mixed in the electrochemical reactor, the electrolysis is then carried out on a catalytic quantity of metal complexes relative to the (pseudo)halosilane of formula (II). As shown in [Fig. 2],In a sequential process, the metal complex used as a hydride transfer agent is reduced in an organic solvent in the presence of a protonated base used as a proton source to form a metal hydride (MH) species. The (pseudo)halosilane is added in a second step in a stoichiometric or overstoichiometric amount, as appropriate. In a simultaneous process, also called a catalytic process, the metal complex used as a hydride transfer agent is present in a catalytic amount. It is reduced in the presence of a proton source in an organic solvent to form a metal hydride (MH) species. The MH reacts with the (pseudo)halosilane present in the reaction mixture to form hydrosilane and the metal salt, which is then re-entered in a catalytic cycle. The process is carried out under an inert nitrogen atmosphere.of argon or a mixture of nitrogen and argon. According to one embodiment of the invention, the transition metal complex comprises a transition metal from groups 6 to 11 selected from Cr, Mn, Fe, Co, Ni, Cu, Mo, Ru, Rh, Pd, Ag, W, Re, Ir, Pt, Au. According to another embodiment of the invention, the transition metal complex comprises a transition metal from groups 7 and 10 selected from Mn, Fe, Co, Ni, Ru, Rh, Pd, Re, Ir, Pt. According to one embodiment of the invention, the transition metal complex, also called the metal complex, comprises one or more ligands bonded to the transition metals selected from. the nitrogen ligands chosen from among 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2.2.2]octane (DABCO), N-diisopropylethylamine (DIPEA or DIEA), bipyridyl (bipy), terpyridine (terpy); phenantroline (phen), ethylenediamine, N,N,N',N'-tetramethylethylenediamine (TMEDA), quinoline and pyridine,. the phosphorus ligands selected from 1,2-bis(dimethylphosphino)ethane (dmpe), 1,2-bis(dimethylphosphino)benzene (dmpbz), triphenylphosphine, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), triisopropylphosphine, tris[2-diphenylphosphino)ethyl]phosphine (PP3), 4,5-bis-(di-i-propylphosphinomethyl)acridine, 4,5-bis-(di-phenylphosphinomethyl)acridine, tricyclohexylphosphine, 1,2-bis-diphenylphosphinoethane (dppe), 1,2-bis(diphenylphosphino)ethane (dppb); R POCOP = (C6H4){1,3-OPR2}2 where R is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, 1,3-bis[(di-tert-butylphosphino)oxy]benzene ((tBu)2P-O-C6H4-OP(tBu)2); R’PNP = R'2PCH2CH2N(H)CH2CH2PR'2 where R' is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular bis[2-diphenylphosphino)ethyl]amine {((C6H5)2P-CH2-CH2)2NH} and bis[2-diisopropylphosphino)ethyl]amine {(((CH3)2CH)2P-CH2-CH2)2NH}, or a combination of these ligands, with as counter-anion sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O) − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F4), of perchlorate ClO4-. According to another embodiment of the invention, the transition metal complex comprises one or more transition metal-bound ligands selected from: nitrogen ligands selected from bipyridyl (bipy), terpyridine (terpy); phenantroline (phen); phosphorus ligands selected from 1,2-bis(dimethylphosphino)ethane (dmpe), 1,2-bis(dimethylphosphino)benzene (dmpbz), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), tris[2-diphenylphosphino)ethyl]phosphine (PP3), , , 1,2-bis-diphenylphosphinoethane (dppe), 1,2-bis(diphenylphosphino)ethane (dppb); R POCOP = (C6H4){1,3-OPR2}2 where R is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, 1,3-bis[(di-tert-butylphosphino)oxy]benzene ((tBu)2P-O-C6H4-OP(tBu)2); R’PNP = R'2PCH2CH2N(H)CH2CH2PR'2 where R' is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular bis[2-diphenylphosphino)ethyl]amine {((C6H5)2P-CH2-CH2)2NH} and bis[2-diisopropylphosphino)ethyl]amine {(((CH3)2CH)2P-CH2-CH2)2NH}, or a combination of these ligands, with as counter-anion sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O) − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F4), of perchlorate ClO4-. According to one embodiment of the invention, the transition metal complex is cationic and has as a counter-anion derivatives of sulfonates selected from mesylate or methanesulfonate (CH3SO2O − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . of halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4), . of perchlorate ClO 4- According to another embodiment of the invention, the transition metal complex is cationic and has as counter-anions derivatives of sulfonates selected from triflate or trifluoromethane sulfonate (CF3SO2O). −), . of halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4) When the process is carried out sequentially, the concentration of the metal complex is between 0.1 mmol.l -1 and 100 mmol.l -1 Preferably, the concentration of the metal complex is between 0.5 mmol.l -1 and 25 mmol.l -1 When the process is carried out sequentially, the stoichiometry of (pseudo-)halosilane added in the second step is between 1 and 10 equivalents, preferably between 2 and 4 equivalents, relative to the metal complex. In a process carried out simultaneously or catalytically, the concentration of (pseudo-)halosilane is between 50 mmol / L -1 and 300 mmol.l -1 Preferably, the concentration of (pseudo-)halosilane is between 100 mmol.l -1 and 150 mmol.l -1In a process carried out simultaneously or catalytically, the amount of transition metal complex is between 0.1 and 100 mol%, preferably between 1 and 10 mol%, relative to the (pseudo)halosilane of formula (II) whose amount is defined previously. In the process of the invention, the pKa of the protonated (or deuterated) organic base can be between 15 and 35 in acetonitrile. Preferably, the pKa of the base is between 20 and 30 in acetonitrile. The protonated (or deuterated) organic base is obtained by protonation or deuteration of an organic base from sulfonic acid: trifluoromethylsulfonic acid (CF3SO3H), methylsulfonic acid (MeSO3H), para-toluenesulfonic acid (p-tolSO3H), tetrafluoroboric acid (HBF4), hexafluorophosphoric acid (HPF6) or hydrochloric acid (HCl), hydrobromic acid (HBr) and hydroiodic acid (HI) (or the corresponding deuterated acids).The organic base must be weakly nucleophilic and not react with silicon derivatives. In one embodiment of the invention, the organic base is selected from: an amidine, in particular 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and 1,5-diazabicyclo(4.3.0)non-5-ene (DBN); a guanidine, in particular 2-tert-butyl-1,1,3,3-tetramethylguanidine (BTMG), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD); a phosphazene, in particular tert-butylimino-tri(pyrrolidino)phosphorane or BTPP. a proazaphosphatrane, in particular 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane. Preferably, the base used is 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and 2-tert-butyl-1,1,3,3-tetramethylguanidine (BTMG).When the process is carried out sequentially, the amount of protonated (or deuterated) organic base used as the proton (or deuterium) source is between 0.5 and a large excess relative to the metal complex. Preferably, the amount of protonated organic base is between 1 and 100 equivalents relative to the metal complex. Preferably, the amount of protonated organic base is between 1 and 10 equivalents relative to the metal complex. For the purposes of this discussion, what is described for a protonated base applies equally to a deuterated base. When the process is carried out simultaneously or catalytically, the amount of protonated (or deuterated) organic base used as the proton source is between 0.1 and 1 equivalent relative to the (pseudo)halosilane of formula (II). Preferably, the amount of base is 0.5 equivalent relative to the (pseudo)halosilane of formula (II).The solvent or mixture of at least two solvents used in the process of the invention may be selected from: ethers selected from diethyl ether, THF, dioxane, anisole, and diglyme; nitriles selected from acetonitrile and benzonitrile; alkyl halides selected from chloroform, methylene chloride, and dichloromethane; and aryl halides selected from chlorobenzene and dichlorobenzene, fluorobenzene, 1,2-difluorobenzene, 1,3-difluorobenzene, 1,2,3-trifluorobenzene, 1,2,4-trifluorobenzene, and 1,2,3,4-tetrafluorobenzene. Preferably, the solvent is acetonitrile or 1,2-difluorobenzene. The electrochemical reactor or electrolyzer used in the process of the invention can be any reactor known to man. The reactor can be a divided cell, an undivided cell, or a continuous flow cell.The electrochemical reactor or electrolyzer used in the process of the invention comprises a support electrolyte selected from ammonium salts of formula (NR5R6R7R8). + wherein R5, R6, R7 and R8, identical or different, are an alkyl group comprising 1 to 6 carbon atoms and more preferably an alkyl group of 4 carbon atoms, or . of alkali metals selected from Li + , N / A + K + , Cs + , with counter-anions of sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4), . of perchlorate (ClO4)-. Preferably, the supporting electrolyte is LiClO4 or tetrabutylammonium trifluoromethylsulfonate (TBAOTf). The concentration of the supporting electrolyte is between 0.01 mol.l-1 and 5 mol.l -1 Preferably, it is between 0.05 mol.l -1 and 0.25 mol.l -1 Even more preferably, the concentration of the supporting electrolyte is 0.1 mol.l -1The supporting electrolyte can be the solvent if it is an ionic liquid. The electrochemical reactor or electrolyzer used in the process of the invention also comprises at least two electrodes, an anode and a cathode. The cathode can be chosen from common materials such as platinum, gold, or carbon-based materials like vitreous carbon, graphite carbon, or boron-doped diamond (BDD). Preferably, the cathode is made of vitreous carbon. The anode can be sacrificial (or galvanic) and chosen from common materials such as magnesium, aluminum, or zinc, or it can be non-sacrificial and chosen from common materials such as platinum, gold, or carbon-based materials like vitreous carbon, graphite carbon, or boron-doped diamond (BDD). Preferably, the anode is made of magnesium, aluminum, or zinc.The electrochemical or electrolysis process can be carried out at constant potential (potentiostatic) or at constant current (galvanostatic) against a reference electrode. The reference electrode, which serves to maintain a practically invariant potential under the conditions prevailing in an electrochemical measurement, is a silver wire electrode. According to one embodiment of the invention, the process is carried out at a constant potential between -0.5 V and -3 V (vs ferrocene or Fc). 0 / +), and preferably, between -1.3 V and -2.5 V. According to another embodiment of the invention, the process is carried out at a constant potential at the reduction potential of the metal complex. When the process is carried out simultaneously or catalytically, a charge quantity of between 0.1 and 10 equivalents, preferably between 0.1 and 5 equivalents, more preferably between 0.1 and 2 equivalents of electrons, relative to the (pseudo)halosilane of formula (II) is transferred. According to one embodiment, the process is carried out simultaneously or catalytically by transferring a charge quantity of 2 equivalents of electrons relative to the (pseudo)halosilane of formula (II). When the process is carried out sequentially, a charge quantity of between 0.1 and 10 equivalents of electrons relative to the metal complex is transferred. Preferably, the amount of charge is between 1.5 and 2.1 electron equivalents, relative to the metal complex.According to one embodiment, the process is carried out sequentially by transferring a charge equivalent to two electrons relative to the metal complex. The reaction temperature is between -78°C and 150°C, preferably between 0°C and 40°C, and more preferably 25°C. The present invention allows operation under conditions considered mild, with temperatures below 150°C and atmospheric pressure. When the process is carried out sequentially, the (pseudo-)halosilane of formula (II) is added during the second step. The application of the process of the invention is integrated into recycling processes for (pseudo-)halosilanes derived from the use of the corresponding hydrosilanes. Thus, the present invention also relates to the use of the process of the invention for recycling (pseudo-)halosilanes derived from the corresponding hydrosilanes.EXAMPLES All reactions, including electrolysis, are performed under a strict atmosphere of ultrapure argon or nitrogen (< 1 ppm oxygen or water), using an MBraun LabMaster DP type glove box. Glassware and magnetic stir bars are dried for at least 2 hours at 60°C for NMR tubes and 120°C for other components just before use. All products used were purchased from Sigma Aldrich, with the exception of deuterated solvents, purchased from Eurisotop, and 1,2-difluorobenzene, purchased from Fluorochem. Solvents are dried using standard methods and are either distilled immediately before use or stored on a 3Å molecular sieve. This molecular sieve is dried under vacuum at 250°C for 24 hours before use. The supporting electrolyte salts are of the highest available quality, dried under vacuum at 80°C for 24 hours before use, and stored under inert conditions. All other reagents are dried or degassed before use.Electrolysis is performed with a VersaStat4 potentiostat using VersaStudio software. For the purposes of these examples, the electrolytic cell used consists of a 5 ml glass reactor (IKA ElectraSyn 2.0 model). The cathode, also called the working electrode, is made of vitreous carbon and was purchased from IKA. The reference electrode, also purchased from IKA, is a silver wire in a glass capillary tube with a sintered element filled with the support electrolyte salt solution in the selected solvent. The sacrificial counter electrode is made of magnesium and was purchased from IKA, or aluminum and was purchased from [source missing]. The NMR spectra of the elements are recorded. 1 H and 31P values ​​were acquired using a Bruker AVANCE Neo 400 MHz spectrometer at 25°C. GC-MS analyses were performed with a Shimadzu GC-2010 Ultra Gas chromatograph equipped with a Supelco SLB-ms silica capillary column. A calibration curve was generated for each hydrosilane product. Synthesis of New Compounds • [Pt(dmpbz)2](BPh4)2 Under an inert argon atmosphere, a solution of 1,2-bis(dimethylphosphino)benzene (310 mg, 1.56 mmol, 2.43 equivalents) in acetonitrile (2 mL) is added to a stirred suspension of bis(benzonitrile)platinum dichloride (303 mg, 0.64 mmol, 1.00 equivalents) in acetonitrile (3 mL), leading to a color change of the solid from yellow to white. After 1 h, the solvent is evaporated under vacuum and the solid is washed twice with 2 mL of diethyl ether, then resuspended by adding acetonitrile (5 mL). Next, a solution of sodium tetraphenylborate (439 mg, 1.28 mmol, 2.00 equivalents) in acetonitrile (2 mL) is added. After 12 h of stirring, the resulting solution is filtered to remove the NaCl formed. The solvent is evaporated under vacuum, and the solid is washed twice with 2 mL of diethyl ether. The product is purified by recrystallization in acetonitrile and dried under vacuum, resulting in a yield of 48% (380 mg). • MTBD.HOTf Under an inert argon atmosphere, a solution of trifluoromethylsulfonic acid (1.0 mL, 11.3 mmol, 1 equivalent) in diethyl ether (5 mL) is added by syringe to a solution of MTBD (150 μL, 11.4 mmol, 1.01 equivalents) in diethyl ether (15 mL) with rapid stirring at 0 °C. The product precipitates as colorless crystals, which are separated from the liquid phase by decantation. The solid is washed twice with 5 mL of diethyl ether and then dried under vacuum for 12 h. The product is obtained with a yield of 70% (2.44 g). • BTMG. .HOTf Under an inert argon atmosphere, a solution of trifluoromethylsulfonic acid (1.0 mL, 11.3 mmol, 1 equivalent) in diethyl ether (5 mL) is added by syringe to a solution of BTMG (1935 mg, 11.3 mmol, 1.0 equivalent) in diethyl ether (10 mL) with rapid stirring at 0 °C. The product precipitates as colorless crystals, which are separated from the liquid phase by decantation. The solid is washed twice with 5 mL of diethyl ether and then dried under vacuum for 12 h. The product is obtained with a yield of 94% (3.4 g). The reaction is conducted under an inert atmosphere (argon or nitrogen). In an electrolytic cell equipped with a magnetic stir bar, a working electrode (cathode), a reference electrode, and a sacrificial counter electrode (anode), the metal complex, background salt, proton source (X1 equivalents), and a solvent are added. At temperature (T) and with stirring, a current is passed, fixing the potential between the working electrode and the reference electrode (E). Electrolysis is maintained until the desired amount of charge (C) has passed through. The formation of the hydride complex is monitored by NMR. Subsequently, a quantity of (pseudo-)halosilane (X2 equivalents) is added to the solution containing the hydride complex formed previously. The formation of the hydride complex is monitored by NMR. The hydrosilane yield is then determined by GC-MS. In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire), and a sacrificial magnesium counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.4 mM, 1 equivalent), and MTBD are added. .HOTf (6.3 mg, 8.3 mM, 1.5 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current of 2.4 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 99% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl trifluoromethanesulfonate (TMSOTf) (5.5 µmol, 2 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 27% hydrosilane was obtained.Example 2: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.4 mM, 1 equivalent), and MTBD are added. .HOTf (6.3 mg, 8.3 mM, 1.5 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current of 2.4 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 99% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl iodide (TMSI) (7.0 µmol, 2.6 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A 31% hydrosilane yield was obtained.Example 3: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.4 mM, 1 equivalent), MTBD are added. .HOTf (6.3 mg, 8.3 mM, 1.5 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current of 2.4 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 99% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl bromide (TMSBr) (6.1 µmol, 2.3 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 12% hydrosilane was obtained.Example 4: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpe)] are added. 2 ](BPh 4 ) 2 (15.2 mg, 5.4 mM, 1 equivalent), of MTBD .HOTf (6.3 mg, 8.3 mM, 1.5 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current of 2.4 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 99% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Triethylsilyl trifluoromethanesulfonate (TESOTf) (5.8 µmol, 2.1 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 21% hydrosilane was obtained. Example 5: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, LiClO4 (27.0 mg, 0.1 M), of [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.3 mM, 1 equivalent), of BTMG. .HOTf (7.3 mg, 9.09 mM, 1.7 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current corresponding to 2.5 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a conversion greater than 99% of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl trifluoromethanesulfonate (TMSOTf) (6.6 µmol, 2.5 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A 9% hydrosilane yield was obtained.Example 6: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, LiClO4 (27.0 mg, 0.1 M), [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.3 mM, 1 equivalent), and BTMG are added. .HOTf (7.3 mg, 9.09 mM, 1.7 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current corresponding to 2.5 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a conversion greater than 99% of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Triethylsilyl trifluoromethanesulfonate (TESOTf) (7.7 µmol, 2.9 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A 7% hydrosilane yield was obtained.Example 7: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, LiClO4 (27.0 mg, 0.1 M), [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.3 mM, 1 equivalent), and BTMG are added. .HOTf (7.3 mg, 9.09 mM, 1.7 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current of 2.5 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a conversion of more than 99% of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl bromide (TMSBr) (7.6 µmol, 2.8 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 25% hydrosilane was obtained. Example 8: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and a sacrificial magnesium counter electrode, LiClO4 (27.0 mg, 0.1 M), of [Pt(dmpe)2](BPh4)2 (15.2 mg, 5.3 mM, 1 equivalent), of BTMG. .HOTf (7.3 mg, 9.09 mM, 1.7 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.8 V was applied relative to the reference electrode, and a current of 2.5 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a conversion of more than 99% of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Triethylsilyl trifluoromethanesulfonate (TESOTf) (6.2 µmol, 2.3 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A 5% hydrosilane yield was obtained.Example 9: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and MTBD are added. .HOTf (12 mg, 15.8 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.6 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 90% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl trifluoromethanesulfonate (TMSOTf) (5.5 µmol, 2.4 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 17% hydrosilane was obtained.Example 10: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and MTBD are added. .HOTf (12 mg, 15.8 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.6 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 90% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl iodide (TMSI) (7.0 µmol, 3.1 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 36% hydrosilane was obtained.Example 11: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and MTBD are added. .HOTf (12 mg, 15.8 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.6 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 90% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl bromide (TMSBr) (7.6 µmol, 3.3 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 11% hydrosilane was obtained.Example 12: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and MTBD are added. .HOTf (12 mg, 15.8 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.6 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to a 90% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Triethylsilyl trifluoromethanesulfonate (TESOTf) (8.8 µmol, 3.9 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A 30% hydrosilane yield was obtained.Example 13: Tetrabutylammonium trifluoromethanesulfonate (nBu) is added to an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode. 4 NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), BTMG .HOTf (12.3 mg, 15.3 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.7 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to an 88% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl trifluoromethanesulfonate (TMSOTf) (11.1 µmol, 4.9 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 24% hydrosilane was obtained.Example 14: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and BTMG are added. .HOTf (12.3 mg, 15.3 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.7 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to an 88% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl iodide (TMSI) (10.5 µmol, 4.7 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 32% hydrosilane was obtained.Example 15: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and BTMG are added. .HOTf (12.3 mg, 15.3 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.7 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to an 88% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Trimethylsilyl bromide (TMSBr) (10.6 µmol, 4.7 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A 10% hydrosilane yield was obtained. Tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (98 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (15.5 mg, 5.0 mM, 1 equivalent), and BTMG are added to an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire), and a sacrificial aluminum counter electrode. .HOTf (12.3 mg, 15.3 mM, 3.1 equivalents) and 2.5 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.55 V was applied relative to the reference electrode, and a current of 2.7 C was passed through the working electrode. The formation of the hydride complex was observed quantitatively by NMR against the applied electrical charge, corresponding to an 88% conversion of the complex initially added to the reaction. A 0.5 mL aliquot of the prepared platinum hydride complex solution was taken. Triethylsilyl trifluoromethanesulfonate (TESOTf) (10.6 µmol, 4.7 eq / PtH) was added to this aliquot. The mixture was stirred for 2 h at 22 °C. A yield of 18% hydrosilane was obtained. The reaction is conducted under an inert atmosphere (argon or nitrogen). In an electrolytic cell equipped with a magnetic stir bar, a working electrode (cathode), a reference electrode, and a sacrificial counter electrode (anode), the metal complex, background salt, proton source (X1 equivalents), (pseudo-)halosilane (X2 equivalents), and a solvent are added. At temperature (T) and with stirring, a current is passed, fixing the potential between the working electrode and the reference electrode (E). Electrolysis is maintained until the desired amount of charge (C) has passed through. The hydrosilane yield is determined by GC-MS or NMR. Example 17: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire) and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (114 mg, 0.1 M), of [Pt(dmpbz)2](BPh4)2 (10.3 mg, 2.8 mM, 1 equivalent), of MTBD. . HOTf (57.1 mg, 63 mM, 22.5 equivalents), trimethylsilyl trifluoromethanesulfonate (TMSOTf) (67 μl, 124 mM, 44.2 eq), and 3 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.5 V was applied relative to the reference electrode, and a current corresponding to 31.4 C was passed through the working electrode. Hydrosilane was obtained with a TON of 4.1 per Pt and a faradaic efficiency of 21%. Example 18: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire), and a sacrificial magnesium counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (118 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (10 mg, 2.7 mM, 1 equivalent), and BTMG are added. .HOTf (56.1 mg, 58 mM, 21.5 equivalents), trimethylsilyl iodide (TMSI) (51 μl, 99 mM, 36.4 eq), and 3 mL of dry acetonitrile were mixed under an inert atmosphere. With stirring, a potential of -1.75 V was applied relative to the reference electrode, and a current corresponding to 13 C was passed through the working electrode. Hydrosilane was obtained with a TON of 2.4 per Pt and a faradaic efficiency of 30%. In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire), and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (118 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (2.4 mg, 0.6 mM, 1 equivalent), and MTBD are added. .HOTf (58.5.1 mg, 64 mM, 21.5 equivalents), trimethylsilyl trifluoromethanesulfonate (TMSOTf) (70 μl, 129 mM, 198 eq), and 3 mL of dry 1,2-difluorobenzene were mixed under an inert atmosphere. With stirring, a potential of -1.5 V was applied relative to the reference electrode, and a current corresponding to 14.2 C was passed through the working electrode. Hydrosilane was obtained with a TON of 7.9 per Pt and a faradaic efficiency of 27%. Example 20: In an electrolytic cell (5 ml) equipped with a magnetic rod, a glassy carbon working electrode, a reference electrode (silver wire), and an aluminum sacrificial counter electrode, tetrabutylammonium trifluoromethanesulfonate (nBu4NOTf) (118 mg, 0.1 M), [Pt(dmpbz)2](BPh4)2 (5.2 mg, 1.5 mM, 1 equivalent), and BTMG are added. .HOTf (87 mg, 90 mM, 64.1 equivalent), triethylsilyl trifluoromethanesulfonate (TESOTf) (121 μl, 178 mM, 126.6 eq), and 3 mL of dry 1,2-difluorobenzene were mixed under an inert atmosphere. With stirring, a potential of -1.75 V was applied relative to the reference electrode, and a current corresponding to 14.7 C was passed through the working electrode. Hydrosilane was obtained with a TON of 6.7 per Pt and a faradaic efficiency of 37%. The results obtained by sequential synthesis (examples 1 to 20) are presented in Table 1. Table 1 Ex Complex Base HX Charge Yield Metallic Si-H Electrolyte Anode E (V)Si-X (eq.)e (eq.) (C) (%) MTBD Pt(dmpe) TMSOTf2 nBuN OTf Mg -1.8 2.41 HOTf 274(BPh) (2.1) 42 (1.6) MTBD Pt(dmpe) TMSI2 nBuN OTf Mg -1.8 2.42 HOTf 314(BPh) (2.6) 42 (1.6) MTBD Pt(dmpe) TMSBr2 nBuN OTf Mg -1.8 2.43 HOTf 124(BPh) (2.3) 42 (1.6) MTBD Pt(dmpe) TESOTf2 nBuN OTf Mg -1.8 2.44 HOTf 214(BPh) (2.1) 42(1.6) BTMG Pt(dmpe) TMSOTf2 LiClO Mg -1.8 2.55 HOTf 94(BPh) (2.5) 42 (1.7) BTMG Pt(dmpe) TMSI 2 LiClO Mg -1.8 2.5 6 HOTf 74(BPh) (2.9) 42 (1.7) BTMG Pt(dmpe) TMSBr2 LiClO Mg -1.8 2.57 HOTf 254(BPh) (2.8) 42 (1.7) BTMG Pt(dmpe) TESOTf2 LiClO Mg -1.8 2.5HOTf 8 54(BPh) (2.3) 42 (1.7) MTBD Pt(dmpbz)( TMSOTf2 nBuN OTf Al -1.55 2.6HOTf 9 174BPh) (2.4) 42 (3.1) MTBD Pt(dmpbz)( TMSI2 nBuN OTf Al -1.55 2.6HOTf 10 364BPh) (3.1) 42 (3.1) MTBD Pt(dmpbz)( TMSBr2 nBuN OTf Al -1.55 2.6HOTf 11 114BPh) (3.3) 42 (3.1) MTBD Pt(dmpbz)( TESOTf2 nBuN OTf Al -1.55 2.6HOTf 12 304BPh) (3.9) 42 (3.1) BTMG Pt(dmpbz)( TMSOTf2 nBuN OTf Al -1.55 2.7HOTf 13 244BPh) (4.9) 42 (3.0) BTMG Pt(dmpbz)( TMSI2 nBuN OTf Al -1.55 2.7HOTf 14 324BPh) (4.7) 42 (3.0) BTMG Pt(dmpbz)( TMSBr2 nBuN OTf Al -1.55 2.715 HOTf 104BPh) (4.7) 42 (3.0) BTMG Pt(dmpbz)( TESOTf2 nBuN OTf Al -1.55 2.716 HOTf 184BPh) (4.7) 42(3.0) In Table 1, "yield" means the ratio of the amount of product obtained to the maximum amount that would be obtained if the reaction were complete. The results obtained by catalytic synthesis (Examples 21-24) are shown in Table 2. Table 2 E x Catalyseu BaseHX Charge Efficiency TON r (eq.) Anode E (V)(C) Faradic Si-X (eq.) ([Si-H] (%) / [Pt]) MTBD Pt(dmpbz) TMSOTf 172HOTfAl -1.5 31.4 214.1 (BPh4)2(44.2) (22.5) BTMG Pt(dmpbz) 182HOTf (BPh )Mg -1.75 13 30TMSI 2.4 42(44.1) (21.5) Pt(dmpbz)2MTBD Al -1.5 14 TMSOTf 19 (BPh4) O f 9 ) .2 2 7.9 2 HT ( 9 (198.2) BTMG Pt(dmpbz)2 Al -1.75 14.8 37TESOTf 20 HOTf 6.7 (BPh4)2(126.6) (64.1) Some abbreviations used in the context of the present invention are given below: TBD: 1,5,7-Triazabicyclo[4.4.0]dec-5-ene MTBD: 7-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene BTMG: 2-tert-butyl-1,1,3,3-tetramethylguanidine TBAOTf: tetra-n-butylammonium trifluoromethylsulfonate Fc 0 / +: couple ferrocène / ferrocénium TON : Turnover Number

Claims

CLAIMS 1. A process for preparing a hydrosilane of formula (I) (R1)o(R2)m(R3)pSiHn by electrochemical reduction of a (pseudo-)halosilane of formula (II) (R1)o(R2)m(R3)pSiXn wherein - R1, R2 and R3, identical or different, are a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising 6 to 20 carbon atoms, an alkoxy (-O-alkyl) group whose alkyl group comprises 1 to 12 carbon atoms, a cycloalkoxy (-O-cycloalkyl) group whose cycloalkyl group comprises 3 to 12 carbon atoms, an aryloxy group whose aryl group comprises 6 to 20 carbon atoms carbon, a siloxy group (-O-SiR10R11R12) where R10, R11 and R12, identical or different, represent a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms,an aryl group comprising from 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups being optionally substituted, an -NR9R4 group, with R9 and R4, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising from 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups being optionally substituted, a silyl group (-SiR10R11R12) with R10, R11, and R12, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms, an aryl group comprising from 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl being possibly substituted; - n is 1, 2, 3, 4; - m is 0, 1; - o is 0, 1; - p is 0, 1; - X represents Cl, Br, I, -OSO2R and -N(SO2R)2 with R being a -CF3, -CH3 or o-tolyl, m-tolyl, p-tolyl group; characterized in that in an electrochemical reactor comprising - a supporting electrolyte selected from ammonium salts of formula (NR5R6R7R8) + in which R5, R6, R7 and R8, identical or different, represent a hydrogen atom, an alkyl group comprising 1 to 6 carbon atoms, or . of alkali metals chosen from Li + , N / A + K + , Cs + , with counter-anions of sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O −), . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4), . of perchlorate (ClO4)- ; - at least two electrodes, one anode and one cathode; a) the following are brought into contact, simultaneously or sequentially: • a (pseudo-)halosilane of formula (II); • a transition metal complex as a hydride transfer agent, the transition metal complex comprising: - a transition metal salt from groups 3 to 12 chosen from Sc, Ti, V, Cr, Mn, Fe, Co, Ni, Cu, Zn, Y, Zr, Nb, Mo, Tu, Rh, Pd, Ag, Cd, Ta, W, Re, Os, Ir, Pt, Au, Hg; - one or more transition metal-bound ligands chosen from . the nitrogen ligands chosen from 4-dimethylaminopyridine (DMAP), 1,4-diazabicyclo[2.2.2]octane (DABCO), N-diisopropylethylamine (DIPEA or DIEA), bipyridyl (bipy), terpyridine (terpy); phenantroline (phen), ethylenediamine, the N,N,N',N'-tetra-methyl-ethylenediamine (TMEDA), quinoline and pyridine, . the phosphorus ligands chosen from 1,2-bis(dimethylphosphino)ethane (dmpe), 1,2-bis(dimethylphosphino)benzene (dmpbz), triphenylphosphine, 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), triisopropylphosphine, tris[2-diphenylphosphino)ethyl]phosphine (PP3), 4,5-bis-(di-i-propylphosphinomethyl)acridine, 4,5-bis-(di-phenylphosphinomethyl)acridine, tricyclohexylphosphine, 1,2-bis-diphenylphosphinoethane (dppe), 1,2-bis(diphenylphosphino)ethane (dppb); R POCOP = (C6H4){1,3-OPR2}2 where R is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, 1,3-bis[(di-tert-butylphosphino)oxy]benzene ((tBu)2P-O-C6H4-OP(tBu)2); R’PNP = R'2PCH2CH2N(H)CH2CH2PR'2 where R' is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, bis[2-diphenylphosphino)ethyl]amine {((C6H5)2P-CH2-CH2)2NH} and bis[2-di-isopropylphosphino)ethyl]amine {(((CH3)2CH)2P-CH2-CH2)2NH}, . carbene ligands selected from the salts of 1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium, 1,3-bis(2,6-butyldiisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium, 1,3-bis(2,4,6-trimethylphenyl)-1H-imidazol-3-ium, 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydro-1H-imidazol-3-ium, 4,5-dichloro-1,3-bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium, 1,3-di-tert-butyl-1H-imidazol-3-ium, 1,3-di-tert-butyl-4,5-dihydro-1H-imidazol-3-ium, or a combination of these ligands, with as counter-anion derivatives of sulfonates selected from mesylate or methanesulfonate (CH3SO2O) −), triflate or trifluoromethane sulfonate (CF3SO2O − ), THE tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O − ), . halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F4), . of perchlorate ClO4-; • a protonated (or deuterated) organic base with a pKa between 5 and 45 in acetonitrile as a proton (or deuterium) source, obtained by protonation or deuteration of an organic base chosen from: . a tertiary amine comprising an alkyl group with 1 to 12 carbon atoms, a cycloalkyl group with 3 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, in particular triethylamine (NEt3), N,N-diisopropylethylamine (DIPEA) and N,N-dicyclohexylmethylamine (Cy2NMe), . an amidine in particular 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and 1,5-diazabicyclo(4.3.0)non-5-ene (DBN). . a guanidine, in particular 2-tert-butyl-1,1,3,3-tetramethylguanidine (BTMG), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD), . a phosphazene, in particular tert-butylimino-tri(pyrrolidino)phosphorane or BTPP, .a proazaphosphatrane, in particular 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-triisobutyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-trimethyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane; • a solvent or a mixture of at least two solvent(s) selected from: . ethers selected from diethyl ether, THF, dioxane, anisole, and diglyme, . carbonates selected from dimethyl carbonate, propylene carbonate, and ethylene carbonate. . tertiary amines selected from triethylamine (NEt3), N,N-diisopropylethylamine (DIPEA) and N,N-dicyclohexylmethylamine (Cy2NMe), . nitriles selected from acetonitrile, benzonitrile, . aromatic hydrocarbons selected from benzene, toluene, xylene, . aliphatic hydrocarbons selected from pentane, hexane, cyclohexane, . pyridine-based solvents selected from pyridine, lutidine, or 2,6-di-tert-butylpyridine, . alkyl halides selected from chloroform and methylene chloride, dichloromethane, . aryl halides selected from chlorobenzene and dichlorobenzene, fluorobenzene, 1,2-difluorobenzene, 1,3-difluorobenzene, 1,2,3-trifluorobenzene, 1,2,4-trifluorobenzene, 1,2,3,4-tetrafluorobenzene, .the ionic liquids chosen from among 1-(4-sulfobutyl)-3-methylimidazolium hydrogen sulfate, 1-butyl-3-methylimidazolium chloride ([BMIM] Cl), the salts Cl-, CF3COO-, CF3SO3-, (CF3SO2)N-, C3F7COO-, C4F9SO3. – , 1-butyl-1-methylpiperidinium of 1-butyl-3-methyl imidazolium, the bis-(trifluoromethyl sulfonyl) of 1-methyl-3-methyl imidazolium, of 1-ethyl-3-methyl imidazolium, of 1-ethyl-3-ethyl imidazolium, of 1-butyl-3-methyl imidazolium, of 1-isobutyl-3-methyl imidazolium, of 1-butyl-3-ethyl imidazolium, of 1-methoxyethyl-3-methylimidazolium, of 1-methyl-2-methyl-3-ethylimidazolium, of 1-trifluoroethyl-3-methyl imidazolium, of 1-ethyl-3-ethyl-4-methyl imidazolium, of 1-methyl-3-ethyl-4-methyl imidazolium; b) a voltage of between -0.5 V and -3 V is applied; and c) hydrosilane of formula (I) is recovered.

2. A process according to claim 1, characterized in that R1, R2, and R3, whether identical or different, represent - an alkyl group with 1 to 12 carbon atoms, - a cycloalkyl group with 3 to 12 carbon atoms, - an aryl group with 6 to 20 carbon atoms, - a siloxy group (-O-SiR10R11R12) where R10, R11, and R12, identical or different, represent a hydrogen atom, an alkyl group with 1 to 12 carbon atoms, a cycloalkyl group with 3 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, - a silyl group (-SiR10R11R12) with R10, R11, and R12, identical or different, representing a hydrogen atom, an alkyl group with 1 to 12 carbon atoms, a cycloalkyl group with 3 to 12 carbon atoms, an aryl group with 6 to 20 carbon atoms, - a -NR9R4 group, with R9 and R4, identical or different, representing a hydrogen atom, an alkyl group comprising 1 to 12 carbon atoms, a cycloalkyl group comprising 3 to 12 carbon atoms,an aryl group comprising from 6 to 20 carbon atoms, said alkyl, cycloalkyl, and aryl groups optionally being substituted.

3. A process according to claim 1 or 2, characterized in that it is carried out sequentially, wherein the contact between the different compounds is made in stages: in a first stage, the hydride complex is formed by electrochemical reduction of a metal complex in the presence of a protonated (or deuterated) organic base used as a source of protons (or deuterium), the (pseudo)halosilane of formula (II) is introduced in a second stage and reacts stoichiometrically with the metal hydride formed in the first stage; or catalytically or simultaneously, wherein the contact between the different compounds is made simultaneously: the different elements of the reaction are mixed in the electrochemical reactor,Electrolysis is then carried out on a catalytic quantity of metal complexes relative to the (pseudo)halosilane of formula (II).

4. A method according to any one of claims 1 to 3, characterized in that the transition metal complex comprises a transition metal from groups 7 and 10 selected from Mn, Fe, Co, Ni, Ru, Rh, Pd, Re, Ir, Pt.

5. A method according to any one of claims 1 to 4, characterized in that the transition metal complex comprises one or more transition metal-bound ligands selected from: nitrogen ligands selected from bipyridyl (bipy), terpyridine (terpy); phenantroline (phen), . the phosphorus ligands chosen from 1,2-bis(dimethylphosphino)ethane (dmpe), 1,2-bis(dimethylphosphino)benzene (dmpbz), 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (BINAP), tris[2-diphenylphosphino)ethyl]phosphine (PP3), 1,2-bis-diphenylphosphinoethane (dppe), 1,2-bis(diphenylphosphino)ethane (dppb); RPOCOP = (C6H4){1,3-OPR2}2 where R is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular, 1,3-bis[(di-tert-butylphosphino)oxy]benzene ((tBu)2P-O-C6H4-OP(tBu)2); R’ PNP = R'2PCH2CH2N(H)CH2CH2PR'2 where R' is an aryl group with 6 to 20 carbon atoms such as phenyl or an alkyl group with 1 to 12 carbon atoms such as tert-butyl and isopropyl, in particular bis[2-diphenylphosphino)ethyl]amine {((C6H5)2P-CH2-CH2)2NH} and bis[2-diisopropylphosphino)ethyl]amine {(((CH3)2CH)2P-CH2-CH2)2NH}, or a combination of these ligands, with as counter-anion sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O) − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), tosylate or p-toluenesulfonate (CH3C6H4SO2O − ), besylate or benzenesulfonate (C6H5SO2O− ), . halides selected from Cl, Br, I, . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4), . of perchlorate ClO4-.

6. A process according to any one of claims 1 to 5, characterized in that when the process is carried out sequentially, - the concentration of the metal complex is between 0.1 mmol.l -1 and 100 mmol.l -1 , and - the stoichiometry of (pseudo-)halosilane added in the second step is between 1 and 10 equivalents relative to the metal complex.

7. A process according to any one of claims 1 to 5, characterized in that when the process is carried out simultaneously or catalytically, - the concentration of (pseudo-)halosilane is between 50 mmol.l -1 and 300 mmol.l -1, and - the amount of transition metal complex is between 0.1 and 100 mol%, relative to the (pseudo)halosilane.

8. A process according to any one of claims 1 to 7, characterized in that the organic base is selected from: . an amidine, in particular 1,8-diazabicyclo(5.4.0)undec-7-ene (DBU) and 1,5-diazabicyclo(4.3.0)non-5-ene (DBN); . a guanidine, in particular 2-tert-butyl-1,1,3,3-tetramethylguanidine (BTMG), 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD); . a phosphazene, in particular tert-butylimino-tri(pyrrolidino) phosphorane or BTPP,. a proazaphosphatrane, in particular 2,8,9-triisopropyl-2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-triisobutyl- 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane, 2,8,9-trimethyl- 2,5,8,9-tetraaza-1-phosphabicyclo[3.3.3]undecane.

9. A process according to any one of claims 1 to 6 and 8, characterized in that when the process is carried out sequentially, the amount of the organic base is between 0.5 and a large excess relative to the metal complex.

10. A process according to any one of claims 1 to 5, 7, and 8, characterized in that when the process is carried out simultaneously or catalytically, the amount of the organic base, the proton source, is between 0.1 and 1 equivalent relative to the (pseudo)halosilane of formula (II).

11. A process according to any one of claims 1 to 10, characterized in that the solvent or mixture of at least two solvents used in the process of the invention is selected from acetonitrile or 1,2-difluorobenzene.

12. A method according to any one of claims 1 to 11, characterized in that the supporting electrolyte is selected from ammonium salts of formula (NR5R6R7R8) +wherein R5, R6, R7 and R8, identical or different, are an alkyl group comprising 1 to 6 carbon atoms and more preferably an alkyl group of 4 carbon atoms, or . of alkali metals selected from Li + , N / A + K + , Cs + , with counter-anions of sulfonate derivatives chosen from mesylate or methanesulfonate (CH3SO2O − ), triflate or trifluoromethane sulfonate (CF3SO2O − ), . of borates selected from BPh4-, B(C6F5)4-, or tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (BAr F 4), . of perchlorate (ClO4)-.

13. A process according to any one of claims 1 to 12, characterized in that the concentration of the supporting electrolyte is between 0.01 mol.l -1 and 5 mol.l -1 .

14. A process according to any one of claims 1 to 13, characterized in that the process is carried out at a constant potential between -0.5 V and -3 V (vs ferrocene or Fc0 / + ).

15. Use of a process according to any one of claims 1 to 14, for the recycling of (pseudo-)halosilanes from the corresponding hydrosilanes.

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