화학공학소재연구정보센터
Journal of Molecular Catalysis A-Chemical, Vol.219, No.2, 191-199, 2004
Bis(triphenylphosphine)palladium(II)phthalimide - an easily prepared precatalyst for efficient Suzuki-Miyaura coupling of aryl bromides
In this paper we report the synthesis and application of a novel palladium(II) complex, bis(triphenylphosphine)palladium(II)phthalimide 1. Its utility in the Suzuki-Miyaura coupling of aryl bromides with a variety of aryl- and heteroarylboronic acids, under relatively mild conditions, is described. Complex 1 is easily prepared from tetrakis(triphenylphosphine)palladium(0) and phthalimide in 78% yield and is air, light and moisture stable. On following the kinetics of the cross-coupling reaction of 4-nitro-1-bromobenzene with phenylboronic acid, mediated by 1 (1 mol%) in THF/aqueous 1 M NaCO3 (1/1, v/v) at 60degreesC, an initial induction period is observed, indicating that 1 is a precatalyst. The described work extends on our recent finding that 'imidate' type ligands have an influence in palladium-catalysed cross-coupling processes. (C) 2004 Elsevier B.V. All rights reserved.