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氯化亚铜催化的芳香烯烃通过可见光诱导的配体到金属电荷转移的α-氯代酮化反应

CuCl -Catalyzed α-Chloroketonation of Aromatic Alkenes via Visible-Light-Induced LMCT.

作者信息

He Xing-Xian, Chang Huan-Huan, Zhao Ying-Xue, Li Xiang-Jie, Liu Sheng-An, Zang Zhong-Lin, Zhou Cheng-He, Cai Gui-Xin

机构信息

Institute of Bioorganic & Medicinal Chemistry, School of Chemistry, Chemical Engineering, Key Laboratory of Quality and Safety Control for Citrus Fruits, Ministry of Agriculture and Rural Affairs, Southwest University, Chongqing, 400715, P. R. China.

出版信息

Chem Asian J. 2023 Jan 3;18(1):e202200954. doi: 10.1002/asia.202200954. Epub 2022 Nov 25.

Abstract

Here we report a copper-catalyzed protocol for the synthesis of α-chloroketones from aromatic alkenes including electron-deficient olefins under visible-light irradiation. Preliminary mechanistic studies show that the peroxo Cu(II) species is the key intermediate and hydroperoxyl (HOO⋅) and chlorine (Cl⋅) radicals can be generated by ligand-to-metal charge transfer (LMCT).

摘要

在此,我们报道了一种在可见光照射下,由包括缺电子烯烃在内的芳香烯烃合成α-氯代酮的铜催化方法。初步机理研究表明,过氧铜(II)物种是关键中间体,通过配体到金属的电荷转移(LMCT)可生成氢过氧自由基(HOO⋅)和氯自由基(Cl⋅)。

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