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Valence bond descriptions of benzene and cyclobutadiene and their counterparts with localized bonds
Author(s) -
Dijkstra Fokke,
Van Lenthe Joop H.,
Havenith Remco W. A.,
Jenneskens Leonardus W.
Publication year - 2003
Publication title -
international journal of quantum chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.484
H-Index - 105
eISSN - 1097-461X
pISSN - 0020-7608
DOI - 10.1002/qua.10529
Subject(s) - cyclobutadiene , delocalized electron , valence bond theory , chemistry , benzene , computational chemistry , aromaticity , atomic orbital , resonance (particle physics) , valence (chemistry) , molecular orbital , molecular physics , atomic physics , physics , molecule , quantum mechanics , organic chemistry , electron
Geometry optimizations have been performed for benzene and cyclobutadiene and for the corresponding moieties with nonresonating double bonds, viz. 1,3,5‐cyclohexatriene and 1,3‐cyclobutadiene. The calculations were done using the valence bond self‐consistent field method including orbital optimization. Both strictly local and delocalized p‐like orbitals were used for the π system, which influences the strengths of the π bonds. The calculations result in geometries and resonance and stabilization energies for benzene and cyclobutadiene, which are compared with theoretical models of aromaticity. The importance of resonance is discussed. © 2002 Wiley Periodicals, Inc. Int J Quantum Chem, 2003