Synthesis and coordination chemistry of silver(I), gold(I) and gold(III) complexes with picoline-functionalized benzimidazolin-2-ylidene ligands

Abstract

Abstract The reactions of N-alkyl-N′-picolyl-benzimidazolium bromides or N,N′-dipicolyl-benzimidazolium bromide with silver oxide yielded the silver dicarbene complexes of the type [Ag(NHC)2][AgBr2] 1–4 (NHC = picoline-functionalized benzimidazolin-2-ylidene). The silver complexes 1–4 have been used in carbene transfer reactions to yield the gold(I) complexes of the type [AuCl(NHC)] 5–8 in good yields. A halide exchange at the metal center of complexes 5–8 with lithium bromide yielded the gold bromide complexes 9–12. Finally, the oxidation of the gold(I) centers in complexes 9–12 with elemental bromine gave the gold(III) complexes of the type [AuBr3(NHC)] 13–16. Molecular structures of selected Au(I) and Au(III) complexes have been determined by X-ray diffraction studies.