Resumen: Investigations dealing with N-heterocyclic carbenes and their derivatives are usually centered on the influence that they exert by acting as catalysts, ionic liquids, or metallodrugs and consequently on their capabilities to tune the properties and reactivity of these systems. In this context, we aimed to focus on the internal molecular changes undergone by imidazole derivatives, from electronic and geometrical points of view. This work represents an empirical evidence of the molecular modifications that an imidazole skeleton undergoes upon protonation, alkylation, and metalation. Idioma: Inglés DOI: 10.1021/acsomega.7b00138 Año: 2017 Publicado en: ACS OMEGA 2, 4 (2017), 1392-1399 ISSN: 2470-1343 Factor impacto SCIMAGO: 0.749 - Chemical Engineering (miscellaneous) (Q1) - Chemistry (miscellaneous) (Q2)