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Photocatalytic C–F Bond Borylation of Polyfluoroarenes with NHC-boranes

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journal contribution
posted on 2020-02-13, 14:34 authored by Peng-Ju Xia, Zhi-Peng Ye, Yuan-Zhuo Hu, Jun-An Xiao, Kai Chen, Hao-Yue Xiang, Xiao-Qing Chen, Hua Yang
The first photoredox-catalyzed defluoroborylation of polyfluoroarenes with NHC-BH3 has been facilely achieved at room temperature via a single-electron-transfer (SET)/radical addition pathway. This new strategy makes full use of the advantage of photoredox catalysis to generate the key boryl radical via direct activation of a B–H bond. Good functional group tolerance and high regioselectivity offer this protocol incomparable advantages in preparing a wide array of valuable polyfluoroarylboron compounds. Moreover, both computational and experimental studies were performed to illustrate the reaction mechanism.

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