RT Journal Article
T1 Origin of the Bürgi-Dunitz Angle
A1 Rodríguez, Humberto A.
A1 Bickelhaupt, F. Matthias
A1 Fernández López, Israel
AB The Bürgi-Dunitz (BD) angle plays a pivotal role in organic chemistry to rationalize the nucleophilic addition to carbonyl groups. Yet, the origin of the obtuse trajectory of the nucleophile remains incompletely understood. Herein, we quantify the importance of the underlying physical factors quantum chemically. The obtuse BD angle appears to originate from the concerted action of a reduced Pauli repulsion between the nucleophile HOMO and carbonyl π bond, a more stabilizing HOMO-π*-LUMO(C=O) interaction, as well as a more favorable electrostatic attraction.
PB Wiley
SN 1439-4235
YR 2023
FD 2023
LK https://hdl.handle.net/20.500.14352/105195
UL https://hdl.handle.net/20.500.14352/105195
LA eng
NO H. A. Rodríguez, F. M. Bickelhaupt, I. Fernández, ChemPhysChem 2023, 24, e202300379.
NO Ministerio de Ciencia e Innovación
DS Docta Complutense
RD 27 abr 2025