2026-06-29T02:40:27Zhttps://docta.ucm.es/rest/oai/request

oai:docta.ucm.es:20.500.14352/1092222025-03-18T12:16:19Zcom_20.500.14352_14col_20.500.14352_15

00925njm 22002777a 4500 dc Bickelhaupt, F. Matthias author Fernández López, Israel author 2024 The 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. F. M. Bickelhaupt and I. Fernández, What defines electrophilicity in carbonyl compounds, Chem. Sci., 2024, 15, 3980–3987. 10.1039/d3sc05595g https://hdl.handle.net/20.500.14352/109222 2041-6539 https//doi.org/10.1039/d3sc05595g https://pubs.rsc.org/en/content/articlelanding/2024/sc/d3sc05595g What defines electrophilicity in carbonyl compounds