Bickelhaupt, F. MatthiasFernández López, Israel2024-10-222024-10-222024F. M. Bickelhaupt and I. Fernández, What defines electrophilicity in carbonyl compounds, Chem. Sci., 2024, 15, 3980–3987.10.1039/d3sc05595ghttps://hdl.handle.net/20.500.14352/1092222024 Acuerdos transformativos CRUEThe origin of the electrophilicity of a series of cyclohexanones and benzaldehydes is investigated using the activation strain model and quantitative Kohn–Sham molecular orbital (MO) theory. We find that this electrophilicity is mainly determined by the electrostatic attractions between the carbonyl compound and the nucleophile (cyanide) along the entire reaction coordinate. Donor–acceptor frontier molecular orbital interactions, on which the current rationale behind electrophilicity trends is based, appear to have little or no significant influence on the reactivity of these carbonyl compounds.engAttribution-NonCommercial 4.0 Internationalhttp://creativecommons.org/licenses/by-nc/4.0/journal article2041-6539https//doi.org/10.1039/d3sc05595ghttps://pubs.rsc.org/en/content/articlelanding/2024/sc/d3sc05595gopen accessQuímica orgánica (Química)2306 Química Orgánica