Improvements in Cross Coupling Reactions of Hypervalent Siloxane Derivatives
- 1 December 1999
- journal article
- Published by American Chemical Society (ACS) in Organic Letters
- Vol. 1 (13), 2137-2140
- https://doi.org/10.1021/ol991186d
Abstract
The scope of the palladium-catalyzed cross coupling reaction of aryl halides with phenyltrimethoxysilane has been expanded to include aryl bromides, heteroaryl bromides, and aryl chlorides. A more general Pd(0)-catalyst/ligand system has been developed to activate bromides: palladium(II) acetate (Pd(OAc)2) is activated with triphenylphosphine (PPh3) or tri-o-tolylphosphine (P(o-tol)3) (1:2 molar ratio of Pd:phosphine). Coupling of aryl chloride derivatives required addition of 2-(dicyclohexylphosphino)biphenyl (Buchwald's ligand) to Pd2dba3 (tris(dibenzylideneacetone)dipalladium(0)) (1:1.5 molar ratio of Pd:phosphine).Keywords
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