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电化学镍催化实现未活化烯烃的远程迁移还原芳基化反应

Remote Migratory Reductive Arylation of Unactivated Alkenes Enabled by Electrochemical Nickel Catalysis.

作者信息

Xu Chao, A Ru-Han, Wu Xiao-Feng

机构信息

Dalian National Laboratory for Clean Energy, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, China.

University of Chinese Academy of Sciences, Beijing, China.

出版信息

ChemSusChem. 2025 Mar 15;18(6):e202402196. doi: 10.1002/cssc.202402196. Epub 2024 Nov 19.

Abstract

Transition metal-catalyzed cross-coupling reaction between organometallic reagents and electrophiles is a potent method for constructing C(sp)-C(sp) bonds. Given the characters of organometallic reagents, cross-reductive coupling is emerging as an alternative strategy. The resurgence of electrochemistry offers an ideal method for electrochemical reductive of cross-coupling electrophiles. Inspired by the mechanism of electrochemical metal hydride, our study proposed that Ni-H electrochemically catalyze the hydroarylation coupling of unactivated alkenes with aryl halides. 1,1-Diarylalkanes can be produced effectively. This method have advantages including mild conditions, excellent regioselectivity, and satisfactory yields.

摘要

过渡金属催化的有机金属试剂与亲电试剂之间的交叉偶联反应是构建C(sp)-C(sp)键的有效方法。鉴于有机金属试剂的特性,交叉还原偶联正成为一种替代策略。电化学的复兴为交叉偶联亲电试剂的电化学还原提供了一种理想方法。受电化学金属氢化物机理的启发,我们的研究提出Ni-H可电化学催化未活化烯烃与芳基卤化物的氢芳基化偶联反应。可以有效地制备1,1-二芳基烷烃。该方法具有条件温和、区域选择性优异和产率令人满意等优点。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/424a/11911989/d2ac03b2992e/CSSC-18-e202402196-g004.jpg

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