A series of rare [NiX(CC)] complexes bearing the cis-chelating benzimidazole-derived dicarbene ligand CC and varying anionic coligands (2, X = N; 3, X = NCS; 4, X = I; 5, X = OCCF) have been prepared and coligand dependent structural and spectroscopic features have been evaluated. This study also revealed an unusual 'reverse' carbene transfer reaction from nickel to silver giving the disilver species [AgX(μ-κCC)] (6, X = OAc; 7, X = OCCF). A preliminary catalytic study of two representative Ni diNHC complexes in the aqueous and phosphine-free Suzuki-Miyaura coupling reaction of aryl halides is reported as well.
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