Binuclear palladium complexes bridged by dicarbene with different lengths and their application in Mizoroki-Heck reaction

A series of di-NHC ligands with alkyl bridges of different chain lengths (n = 2-4) and their bi-palladium complexes (4, 5 and 6) have been prepared. The molecular structure of 4 and 6 were determined by X-ray diffraction studies. The structures of complex 4 consist of two pseudo-square-planar subunits in a trans configuration, however 6 consist of two subunits in a cis configuration with pi-pi stacking between two pyridines. The influence of the different bridges on the structure and reactivity of the complexes has been studied. The catalytic activity of the new binuclear palladium complexes was successfully tested in the Mizoroki-Heck reaction of styrene with bromobenzene. The complex with 2 and 4 carbon linker gave higher yield, while the one with 3 carbon linker gave better regioselectivity. (C) 2010 Elsevier B.V. All rights reserved.