The scope of the palladium-catalyzed cross coupling reaction of aryl halide
s with phenyltrimethoxysilane has been expanded to include aryl bromides, h
eteroaryl bromides, and aryl chlorides; A more general Pd(0)-catalyst/ligan
d system has been developed to activate bromides: palladium(ll) acetate (Pd
(OAc)(2)) is activated with triphenylphosphine (PPh3) or tri-o-tolylphosphi
ne (P(o-tol)(3)) (1:2 molar ratio of Pd:phosphine). Coupling of aryl chlori
de derivatives required addition of 2-(dicyclohexylphosphino)biphenyl (Buch
wald's ligand) to Pd(2)dba(3) (tris(dibenzylideneacetone)dipalladium(0)) (1
:1.5 molar ratio of Pd:phosphine).