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Highly Active, Air-Stable Palladium Catalysts for the C-C and C-S Bond-Forming Reactions of Vinyl and Aryl Chlorides: Use of Commercially Available Palladium-Phosphinous Acids Complexes as Catalysts

George Y. Li

DuPont Company, Central Research and Development Department, Experimental Station, P.O. Box 80328, Wilmington, Delaware 19880-0328, Email: george.y.licombiphos.com

G. Y. Li, J. Org. Chem., 2002, 67, 3643-3650.

DOI: 10.1021/jo010983y (free Supporting Information)


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Abstract

Air-stable palladium complexes with phosphinous acid ligands serve as efficient catalysts for various cross-coupling reactions of vinyl and aryl chlorides with arylboronic acids, arylzinc reagents, and thiols. The complexes can be deprotenated in the presence of a base to yield electron-rich anionic intermediates, which are anticipated not only to accelerate the oxidative addition of aryl chlorides but also to stabilize the palladium complexes in the catalytic cycle.

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Key Words

Suzuki Coupling, Negishi Coupling, Biaryl Synthesis, Olefination, Thioether Synthesis


ID: J42-Y2002-450