N-Heterocyclic carbene (NHC) containing ligands have been shown to support novel reactivity with first row transition metal ions. Building on our recent work describing copper(II) catalyzed C—N bond forming reactions, we report a series of copper(II) N-heterocyclic carbene [CuX2(NHC)] complexes were synthesized from prepared pyridine-functionalized benzimidazolylide ligand precursors to study the role of pyridine—Cu bonding interactions on the Chan-Evans-Lam reaction. Additionally, the electronic effect of substituted pyridine system was studied and several ligands with substitution on the 4-position of pyridine ring were synthesized. The complexes and pyridine-based benzimidazolylide ligands were characterized and their structures were investigated through 1H and 13C-NMR, HRMS, FTIR, single crystal X-ray diffraction, UV-Vis, and voltammetry. The reactivity of these complexes was assessed through the well-documented arylation of imidazole and aniline by aryl boronic acid activation.

Synthesis of novel Cu(II)-NHC complexes containing pyridine-functionalized benzimidazolylide ligands and the study of its electronic influence towards Chan-Evans Lam coupling reactions

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