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

Kai Kang, Liangbin Huang and Daniel J. Weix*

*University of Wisconsin-Madison, Madison, Wisconsin 53706, United States, Email:

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

DOI: 10.1021/jacs.0c04670

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The combination of a Ni and Pd complex with Zn as reductant and LiBr as an additive catalyzed a direct cross-coupling of two different sulfonate esters. Whereas Pd strongly prefers the aryl triflate, the Ni catalyst has a small preference for the aryl tosylate, aryl transfer between catalysts is mediated by Zn, and Pd improves yields by consuming arylzinc intermediates.

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

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

Key Words

biaryl synthesis, Zinc

ID: J48-Y2020