Synthesis 2022; 54(02): 281-294
DOI: 10.1055/a-1581-0934
short review

Nickel-Catalyzed Paired Electrochemical Cross-Coupling of Aryl Halides with Nucleophiles

Yong Zhang
a  Academy for Advanced Interdisciplinary Studies, Peking University, Beijing, 100871, P. R. of China
c  National Institute of Biological Sciences, Beijing, 102206, P. R. of China
,
Wenxuan Sun
b  Tsinghua Institute of Multidisciplinary Biomedical Research, Tsinghua University, Beijing, 100084, P. R. of China
c  National Institute of Biological Sciences, Beijing, 102206, P. R. of China
,
Chao Li
b  Tsinghua Institute of Multidisciplinary Biomedical Research, Tsinghua University, Beijing, 100084, P. R. of China
c  National Institute of Biological Sciences, Beijing, 102206, P. R. of China
› Author Affiliations
Financial support for this work was provided by the Beijing Municipal Science & Technology Commission (Z181100001318008), the Ministry of Science and Technology of the People’s Republic of China, and the Tsinghua Institute of Multidisciplinary Biomedical Research, Tsinghua.


Abstract

Electrochemistry has recently gained increased attention as a versatile strategy for achieving challenging transformations at the forefront of synthetic organic chemistry. However, most electrochemical transformations only employ one electrode (anodic oxidation or cathodic reduction) to afford the desired products, while the chemistry that occurs at the counter electrode yields stoichiometric waste. In contrast, paired electrochemical reactions can synchronously utilize the anodic and cathodic reactions to deliver the desired product, thus improving the atom economy and energy efficiency of the electrolytic process. This review gives an overview of recent advances in nickel-catalyzed paired electrochemical cross-coupling reactions of aryl/alkenyl halides with different nucleophiles.

1 Introduction

2 Nickel-Catalyzed Cross-Coupling Reactions

2.1 C–C Bond Formation

2.2 C–N Bond Formation

2.3 C–S/O Bond Formation

2.4 C–P Bond Formation

3 Conclusion



Publication History

Received: 14 July 2021

Accepted after revision: 09 August 2021

Publication Date:
09 August 2021 (online)

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany

 
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