Mechanistic studies of Ni-catalyzed electrochemical homo-coupling reactions of aryl halides.

ABSTRACT: Ni-catalyzed electrochemical arylation is an attractive, emerging approach for molecular construction as it uses air-stable Ni catalysts and efficiently proceeds at room temperature. However, the homo-coupling of aryl halide substrates is one of the major side reactions. Herein, extensive experimental and computational studies were conducted to examine the mechanism of Ni-catalyzed electrochemical homo-coupling of aryl halides. The results indicate that an unstable Ni^II(Ar)Br intermediate formed through oxidative addition of the cathodically generated Ni^I species with aryl bromide and a consecutive chemical reduction step. For electron-rich aryl halides, homo-coupling reaction efficiency is limited by the oxidative addition step, which can be improved by negatively sh

SUBMITTER: Luo J 

PROVIDER: S-EPMC10630096 | biostudies-literature | 2023 Oct

REPOSITORIES: biostudies-literature