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Biaryl Cross‐Coupling Enabled by Photo‐Induced Electron Transfer
Author(s) -
Hayashi Hirohito,
Wang Bin,
Wu Xiangyang,
Teo Shi Jie,
Kaga Atsushi,
Watanabe Kohei,
Takita Ryo,
Yeow Edwin K. L.,
Chiba Shunsuke
Publication year - 2020
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201901601
Subject(s) - chemistry , aryl , radical , aryl radical , photochemistry , halide , electron transfer , halogen , halogen bond , aryl halide , excited state , ion , electron , organic chemistry , alkyl , physics , quantum mechanics , nuclear physics
We report a protocol for aryl cross‐coupling of electron‐deficient aryl halides with electron‐rich (hetero)arenes that is driven solely by violet light. This process takes advantage of formation of photo‐excited state of electron‐deficient aryl halides, that are reduced by electron‐rich (hetero)arenes to form a pair of aryl anion and cation radicals. The resulting aryl anion radicals of aryl halides undergo mesolysis of the carbon‐halogen bond to generate aryl radicals, that are coupled most likely with aryl cation radicals to afford functionalized biaryls.