Imidazolium-benzimidazolates are readily available conjugated mesomeric betaines, whose carbenic tautomers can form C,Nimine-metal chelates containing amino-functionalised normal or abnormal NHC ligands, depending on the degree of steric congestion. Deprotonation of the amino moiety gives rise to imine-functionalised C,Namido-metal chelates, whose Nimine atom can be easily utilised for the construction of heteronuclear complexes.