LiCl-Accelerated Multimetallic Cross-Coupling of Aryl Chlorides with Aryl Triflates

Liangbin Huang, Laura K. G. Ackerman, Kai Kang, Astrid M. Parsons, Daniel J. Weix*

*University of Wisconsin−Madison, Madison, Wisconsin 53706, United States, Email: dweixwisc.edu

L. Huang, L. K. G. Ackerman, K. Kang, A. M. Parsons, D. J. Weix, J. Am. Chem. Soc., 2019, 141, 10978-10983.

DOI: 1010.1021/jacs.9b05461

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Abstract

The selectivity challenge associated with cross-coupling of aryl chlorides as inert electrophiles with aryl triflates as reactive ones is overcome using a multimetallic strategy with the appropriate choice of additive. LiCl is essential for effective cross-coupling by accelerating the reduction of Ni(II) to Ni(0) and counteracting autoinhibition of reduction at Zn(0) by Zn(II) salts.

see article for more examples

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Sulfonate Versus Sulfonate: Nickel and Palladium Multimetallic Cross-Electrophile Coupling of Aryl Triflates with Aryl Tosylates

K. Kang, L. Huang, D. J. Weix, J. Am. Chem. Soc., 2020, 142, 10634-10640.

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Key Words

biaryls, Zn

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ID: J48-Y2019