RT Journal Article
T1 What defines electrophilicity in carbonyl compounds
A1 Bickelhaupt, F. M.
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 RSC
YR 2024
FD 2024
LK https://hdl.handle.net/20.500.14352/109101
UL https://hdl.handle.net/20.500.14352/109101
LA eng
NO Bickelhaupt FM, Fernández I. What defines electrophilicity in carbonyl compounds. Chem Sci. 2024 Feb 6;15(11):3980-3987. doi: 10.1039/d3sc05595g. PMID: 38487236; PMCID: PMC10935700.
NO Ministerio de Ciencia e Innovación (España)
DS Docta Complutense
RD 4 abr 2025