RT Journal Article
T1 What defines electrophilicity in carbonyl compounds
A1 Bickelhaupt, F. Matthias
A1 Fernández López, Israel
AB 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.
PB Royal Society of Chemistry
YR 2024
FD 2024
LK https://hdl.handle.net/20.500.14352/109222
UL https://hdl.handle.net/20.500.14352/109222
LA eng
NO F. M. Bickelhaupt and I. Fernández, What defines electrophilicity in carbonyl compounds, Chem. Sci., 2024, 15, 3980–3987.
NO 2024 Acuerdos transformativos CRUE
NO Ministerio de Ciencia, Innovación y Universidades (España)
NO Dutch Research Council
DS Docta Complutense
RD 21 ene 2026