Organometallic Chemistry: Vol. 34

Description

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 Na2CO3 (1/1, v/v) at 60 °C, 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.

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