Synthesis and application of ortho-palladated complex of (4-phenylbenzoylmethylene)triphenylphosphorane as a highly active catalyst in the Suzuki cross-coupling reaction

The ortho-metallated complex [Pd(mu-Cl){kappa(2)(C,C)-[C6H4(PPh2CHC(O)C6H4-Ph-4)}](2) (2a) was prepared by refluxing of Pd(OAc)(2) and ((Ph)(3)PCHCOC6H4-Ph-4) (PhBPPY) of in CH2Cl2 followed by addition of an excess of KCl in MeOH Complex (2a) reacts with triphenylphosphine to give the mononuclear derivative [Pd(Cl)(PhC6H4COCHPPh2C6H4)(PPh3)] (3a) whose crystal structure has been determined by single crystal X-ray diffraction. The Suzuki reactions of aryl bromides and chlorides of varying electron density using complex (3a) as an efficient catalyst were performed, giving the cross-coupling products in good to excellent yields. (C) 2010 Elsevier By. All rights reserved.