RESUMO
N-Heterocyclic carbenes, carbocyclic carbenes, remote N-heterocyclic carbenes and N-heterocyclic silylenes are known to form LâN+ coordination bonds. However, mesoionic carbenes (MICs) are not reported to form coordination bonds with cationic nitrogen. Herein, synthesis and quantum chemical studies were performed on 1,2,3-triazol-5-ylidene stabilized N+ center. Six compounds with MICâN+ âNHC were synthesized. Density functional theory calculations and energy decomposition analysis were carried out to explore the bonding situation between MIC and N+ center. The CâN+ bond lengths were in the range of 1.295-1.342â Å and bond dissociation energies were <400â kcal/mol. Natural bond orbital analysis supported the presence of excess electron density (>3 electrons) at the N+ center. The computational and X-ray diffraction analysis results confirmed the presence of divalent NI character of center nitrogen and MICâN+ âNHC coordination interactions.