Aromaticity of bent benzene rings: A VBSCF study

Citation
F. Dijkstra et Jh. Van Lenthe, Aromaticity of bent benzene rings: A VBSCF study, INT J QUANT, 74(2), 1999, pp. 213-221
Citations number
38
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
INTERNATIONAL JOURNAL OF QUANTUM CHEMISTRY
ISSN journal
00207608 → ACNP
Volume
74
Issue
2
Year of publication
1999
Pages
213 - 221
Database
ISI
SICI code
0020-7608(19990805)74:2<213:AOBBRA>2.0.ZU;2-3
Abstract
The effect of ring deformation on aromaticity has been studied for bent ben zene molecules in which two carbon atoms have been bent out of plane, resul ting in a boat conformation. Valence-bond self-consistent field (VBSCF) cal culations have been performed on these molecules to obtain insight into the aromaticity of bent benzenes. Results for total energy, structure energies , weights, and orbital overlaps show that the molecule keeps its aromatic n ature up to 55 degrees. After 55 degrees a transition to Dewar benzene occu rs. The valence-bond model, by showing the weights of both Dewar and Kekule structures, is an excellent tool to study deformed benzene. (C) 1999 John Wiley & Sons, Inc.