Synthesis method of boron-nitrogen benzocarbazole derivative

Abstract

A synthesis method of a boron-nitrogen benzocarbazole derivative comprises the following steps: adding an o-amino styrene derivative, an aryl fluoroborate derivative, ammonia gas or organic amine, and a composite catalyst into a solvent in a nitrogen atmosphere, conducting heating to 25-100 DEG C, conducting reacting for 1-24 hours, and extracting, drying and recrystallizing the product to obtain the boron-nitrogen benzocarbazole derivative. In terms of per millimole of the aryl fluoborate derivative, the amount of the solvent is 5 mL, the amount of the o-amino styrene derivative is 1.2-1.5 mmol, the amount of the ammonia gas or the organic amine is 0.35-6 mmol, the amounts of the organic palladium and the phosphine compound are respectively 0.5-10% and 1-20% of the mole percentage of the aryl fluoborate derivative, and the amount of the alkaline compound is 1-6 mmol. The method is mild in reaction condition, wide in raw material application range, high in reaction specificity, high in yield and small in environmental pollution.

Description

technical field [0001] The invention relates to a synthesis method of boron nitrogen benzocarbazole derivatives, and specifically belongs to the technical field of synthesis of boron nitrogen aromatic compounds. Background technique [0002] Organic conjugated materials with photoelectric activity have become one of the current research and development hotspots because of their broad application prospects in organic field-effect transistors (OFETs), organic light-emitting diodes (OLEDs), organic solar cells (OPVs) and organic sensors. one. Designing and synthesizing organic functional materials with new structures is of great significance to the improvement of the performance of organic electronic devices, and promotes the development of organic electronics from the source. Organic functional materials are mostly small molecules or polymers with π-conjugated structures. By adjusting the molecular structure and intermolecular interactions, the electronic structure and three...

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Problems solved by technology

[0006] (c) Electrophilic borylation reaction (CN1130396109A; Dalton Trans. 2016, 45, 5920;Angew.Chem. Int. Ed.,2012,51, 6074.) is currently the mainstream method for synthesizing boron-nitrogen-containing aromatic compounds. The method has great limitations, all of which introduce boron atoms in the last step, and use more sensitive boron bromine compounds, and there are harsh reaction conditions, unstable raw materials, difficult precursor synthesis, complex reaction process, cumbersome post-treatment, substrate Due to problems such as poor compatibility and difficulty in product functionalization, it is difficult to realize the synthesis of boron-nitrogen skeletons with novel structures, especially the construction of some star molecular analogs

This situation hinders the further application of organoboron chemistry and organoboron compounds in the field of functional materials to a certain extent.

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