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铁镍协同催化电化学芳基卤化物与卡巴酯的酯化反应。

Pairing Iron and Nickel Catalysis for Electrochemical Esterification of Aryl Halides with Carbazates.

机构信息

Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.

University of Chinese Academy of Sciences, Beijing 100049, China.

出版信息

Org Lett. 2022 Oct 21;24(41):7595-7599. doi: 10.1021/acs.orglett.2c03034. Epub 2022 Oct 6.

Abstract

We report an electrocatalytic approach for esterification of aryl halides by pairing iron and nickel electrocatalysis. The reaction involves anodically iron-catalyzed oxidation of carbazates to produce alkoxycarbonyl radicals. The carbon-centered radicals then enter nickel catalysis that is powered by cathodic reduction to deliver the radical coupling products. Mechanistic data are consistent with arylnickel(II) species as the key intermediates enabling the desired carbon-carbon bond formation.

摘要

我们报告了一种通过铁和镍电催化配对实现芳基卤化物酯化的电催化方法。该反应涉及通过阳极铁催化氧化carbazates 产生烷氧基羰基自由基。然后,碳中心自由基进入由阴极还原提供动力的镍催化,以提供自由基偶联产物。机理数据与芳基镍(II)物种一致,作为关键中间体,能够实现所需的碳-碳键形成。

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