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N-Heterocyclic Nitreniums Can Be Employed as Photoredox Catalysts for the Single-Electron Reduction of Aryl Halides

Kun-Quan Chen, Bei-Bei Zhang, Zhi-Xiang Wang* and Xiang-Yu Chen*

*School of Chemical Sciences, University of Chinese Academy of Sciences, Beijing 100049, China, Email: zxwangucas.ac.cn, chenxiangyu20ucas.ac.cn

K.-Q. Chen, B.-B. Zhang, Z.-X. Wang, X.-Y. Chen, Org. Lett., 2022, 24, 4598-4602.

DOI: 10.1021/acs.orglett.2c01702


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Abstract

N-Heterocyclic nitrenium (NHN) salts, the analogues of N-heterocyclic carbenes, can serve as catalytic electron acceptors for charge transfer complex photoactivations. Under blue light irradiation, NHN salts catalyze the generation of aryl radicals from aryl halides.

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proposed mechanism



Key Words

isoindolinones, oxindoles, organocatalysis, photochemistry


ID: J54-Y2022