title: Improvements in cross coupling reactions of hypervalent siloxane derivatives.
abstract: [formula: see text] 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).
authors.affiliation: Department of Chemistry and Biochemistry, University of Maryland, College Park 20742, USA.
authors.forename: M E
authors.initials: ME
authors.lastname: Mowery
authors.forename: P
authors.initials: P
authors.lastname: DeShong
mesh_terms: D002384:Catalysis; D008024:Ligands; D017646:Organosilicon Compounds / Q000737:chemistry; D010165:Palladium; D012833:Siloxanes / Q000737:chemistry*; D013876:Thiophenes / Q000737:chemistry
chemical_list: D008024:Ligands; D017646:Organosilicon Compounds; D012833:Siloxanes; D013876:Thiophenes; C410706:phenyltrimethoxysilane; D010165:Palladium