A Mixed N-Heterocyclic Carbene/Triphenylphosphine Palladium(II) Complex for Suzuki-Miyaura Cross-Coupling Reactions

Abstract

1-(2,5-dimethylbenzyl)benzimidazole (1) and 1,3-bis(2,5-dimethylbenzyl)benzimidazolium chloride (2) were prepared. The reaction of 2 with Pd(OAc)2, LiCl and Et3N gave [PdCl2{1,3-bis(2,5-dimethylbenzyl)benzimidazolin-2-ylidene}(PPh3)] (3) complex. The prepared compounds were characterized by NMR, FT-IR, elemental analysis and also LC-MSMS (for 3). The palladium complex 3 was used as catalyst in Suzuki –Miyaura cross-coupling reactions of some aryl bromides and chlorides with phenylboronic acid.