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用于选择性氧化芳基化的电化学金氧化还原催化

Electrochemical gold redox catalysis for selective oxidative arylation.

作者信息

Zhang Shuyao, Ye Xiaohan, Wojtas Lukasz, Hao Wenyan, Shi Xiaodong

机构信息

Department of Chemistry, University of South Florida, Tampa, FL 33620, United States.

College of Chemistry & Chemical Engineering, Jiangxi Normal University, Nanchang 330022, China.

出版信息

Green Synth Catal. 2021 Feb;2(1):82-86. doi: 10.1016/j.gresc.2021.01.008. Epub 2021 Jan 31.

Abstract

The combination of ArB(OH) transmetallation with cationic gold(I) [LAu] and electrochemical anodic oxidation (EAO) approach was successfully developed for the preparation of Au-Ar intermediate for the first time. This generated aryl gold intermediate gave rapid and controllable transmetallation with ArB(OH) or alkyne followed by reductive elimination to generate either di-aryl coupling or sp-sp Sonogashira-type coupling products under mild conditions with no need of external oxidants, which significantly extended the versatility of electrochemical approach in promoting gold redox catalysis.

摘要

首次成功开发了将芳基硼酸(ArB(OH))与阳离子金(I)[LAu]的转金属化反应与电化学阳极氧化(EAO)方法相结合的策略,用于制备金-芳基中间体。所生成的芳基金中间体能够与ArB(OH)或炔烃快速且可控地发生转金属化反应,随后通过还原消除反应,在温和条件下生成二芳基偶联产物或sp-sp型Sonogashira偶联产物,无需外部氧化剂,这显著拓展了电化学方法在促进金氧化还原催化方面的应用范围。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3fdd/10723655/95155255b146/nihms-1906333-f0003.jpg

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