Palladium-Catalyzed Homocoupling of Arylboronic Acids and Esters Using Fluoride in Aqueous Solvents

Sreenivas Punna; David D. Díaz; M. G. Finn

doi:10.1055/s-2004-832845

LETTER

Palladium-Catalyzed Homocoupling of Arylboronic Acids and Esters Using Fluoride in Aqueous Solvents

Sreenivas Punna, David D. Díaz, M. G. Finn*
Department of Chemistry and The Skaggs Institute for Chemical Biology, The Scripps Research Institute, 10550 N. Torrey Pines Rd., La Jolla, CA 92037, USA
Fax: +1(858)7848850; e-Mail: mgfinn@scripps.edu;

Abstract

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Abstract

Homocoupling of both arylboronic acids and esters has been found to proceed using catalytic amounts of Pd^II and stoichiometric amounts of TBAF under air atmosphere at room temperature, offering a mild and efficient protocol for the synthesis of symmetrical biaryls via C(sp ²)-C(sp ²) bond formation. Aryl boronic acids bearing bromide substitution form polyphenylenes.

Key words

boronic acids - palladium - fluoride - biaryls - water

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Referenzen

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