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钯/镍共催化实现三芳基膦与芳基卤化物的C(sp)-C(sp)还原交叉偶联反应

C(sp)-C(sp) Reductive Cross-Coupling of Triarylphosphines with Aryl Halides by Palladium/Nickel Co-catalysis.

作者信息

Song Zhiyong, Huang Xinmiao, Jiang Shuangshuang, He Chen, Tang Ling, Ni Qian, Ma Ming, Chen Bo, Ma Yuanhong

机构信息

Key Laboratory of Chemical Biology and Traditional Chinese Medicine Research (Ministry of Education), Key Laboratory of Phytochemistry R&D of Hunan Province, and Key Laboratory of the Assembly and Application of Organic Functional Molecules of Hunan Province, College of Chemistry and Chemical Engineering, Hunan Normal University, 410081 Changsha, P. R. China.

出版信息

Org Lett. 2022 Aug 5;24(30):5573-5578. doi: 10.1021/acs.orglett.2c02139. Epub 2022 Jul 21.

Abstract

Herein, we report the first general C(sp)-C(sp) reductive cross-coupling reaction of diverse triarylphosphines with a wide range of aryl halides by palladium/nickel co-catalysis. This protocol offers a unique route for the synthesis of biaryl compounds via the activation of inert C(Ar)-P bonds. The mechanistic studies demonstrate that the formation of the phosphonium salts in situ plays a key role in the catalytic cycle.

摘要

在此,我们报道了首例通过钯/镍共催化实现的各种三芳基膦与多种芳基卤化物之间的通用C(sp)-C(sp)还原交叉偶联反应。该方法为通过活化惰性C(Ar)-P键合成联芳基化合物提供了一条独特途径。机理研究表明,原位形成鏻盐在催化循环中起关键作用。

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