Visible-light-mediated external-reductant-free reductive cross coupling of benzylammonium salts with(hetero)aryl nitriles  

作　　者：Meng Miao Li-Li Liao Guang-Mei Cao Wen-Jun Zhou Da-Gang Yu 

机构地区：[1]Key Laboratory of Green Chemistry&Technology of Ministry of Education,College of Chemistry,Sichuan University,Chengdu 610064,China [2]College of Chemistry and Chemical Engineering,Neijiang Normal University,Neijiang 641100,China

出　　处：《Science China Chemistry》2019年第11期1519-1524,共6页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(21772129,21801176);the The National Basic Research Program of China from the Minstry of Science and Technology of China(2015CB856600);Sichuan Science and Technology Program(2019YJ0379);Neijiang Normal University(KF10076);the Fundamental Research Funds for the Central Universities(YJ201516)

摘　　要：Herein we report a novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp2–C sp3 bonds.A variety of benzylammonium salts underwent selective coupling with(hetero)aryl nitriles to deliver important diarylmethanes under mild reaction conditions.Importantly,photocatalysts can be omitted for many cases,which might involve the electron donor acceptor(EDA)complex.Mechanistic studies indicated benzylic radicals might be involved as the key intermediates.Moreover,the in situ generated NMe3 via cleavage of C–N bond in ammonium salts acts as the electron donor,thus avoiding the use of external-reductant.Herein we report a novel visible-light-mediated external reductant-free reductive cross coupling for the construction of C sp2–C sp3 bonds. A variety of benzylammonium salts underwent selective coupling with（hetero）aryl nitriles to deliver important diarylmethanes under mild reaction conditions. Importantly, photocatalysts can be omitted for many cases, which might involve the electron donor acceptor（EDA） complex. Mechanistic studies indicated benzylic radicals might be involved as the key intermediates. Moreover, the in situ generated NMe3 via cleavage of C–N bond in ammonium salts acts as the electron donor,thus avoiding the use of external-reductant.

关 键 词：REDUCTIVE cross coupling VISIBLE light external-reductant-free 

分 类 号：O62[理学—有机化学]