Palladium Complexes With Tetrahydropyrimidin-2 Ligands: Catalytic Activity for the Direct Arylation of Furan, Thiophene, and Thiazole Derivatives

Abstract

The synthesis and characterization of novel 1,3-benzyl-3,4,5,6-tetrahydropyrimidin-2-ylidene-based N-heterocyclic carbene palladium(II) complexes (1a-d) were described. The crystal structure of trans-dichlorobis[1,3-bis(4-methylbenzyl)-3,4,5,6-tetrahydropyrimidin-2-ylidene]palladium(II) was presented. Pd(II) complexes 1a-d were tested as catalysts in the direct C5 or C2 arylation of furans, thiophenes, and thiazoles, with various aryl bromides at 150 °C for 1 h. These complexes exhibited moderate to high catalytic activities under the given conditions. (Chemical Equation Presented). © 2015 American Chemical Society.