Tetrahedron

Phosphine oxides as stabilizing ligands for the palladium-catalyzed cross-coupling of potassium aryldimethylsilanolates

SE Denmark, RC Smith, SA Tymonko

Index: Denmark, Scott E.; Smith, Russell C.; Tymonko, Steven A. Tetrahedron, 2007 , vol. 63, # 26 p. 5730 - 5738

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Citation Number: 43

Abstract

The palladium-catalyzed cross-coupling reaction of potassium (4-methoxyphenyl) dimethylsilanolate (K+ 1−) with aryl bromides has been demonstrated using triphenylphosphine oxide as a stabilizing ligand. Unsymmetrical biaryls can be prepared from a variety of aryl bromides in good yield with short reaction times. Qualitative kinetic studies compared effects of different phosphine oxides on the rate of cross-coupling and ...