[en] The electrostatic potentials (EPS) corrected for polarization (TPS) of the aromatic compounds benzene, aniline, chlorobenzene, nitrobenzene, phenol, benzamide, and N-phenylacetamide have been calculated at the ab initio SCF level within three basis sets: 6-31G**, MINI-1, and STO-3G. For chlorobenzene in its MINI-1-optimized geometry, the calculation was also performed within MINI-1**. By reference to 6-31G**, the MINI-1-computed EP is much more satisfactory than the STO-3G-computed EP, whereas the MINI-I and STO-3G basis sets give very similar total potentials corrected for polarization (TPs). The MINI-1** basis set appears to be miscalibrated for computing EPs. It provides qualitative results that differ from those obtained with the 6-31G** basis set. The EP has a negative well above the middle of the benzene ring, while the TP exhibits a negative crown just above the benzene carbon atoms, where electrophilic attack takes place. The TP calculated for the interaction of nitrobenzene with a hydride ion instead of a proton allowed analyzation of the effects of polarization on the positive EP above the N-C bond.
Research center :
CIP - Centre d'Ingénierie des Protéines - ULiège
Disciplines :
Chemistry
Author, co-author :
Dehareng, Dominique ; Université de Liège - ULiège > Centre d'ingénierie des protéines
Dive, Georges ; Université de Liège - ULiège > Centre d'ingénierie des protéines
Ghuysen, Jean-Marie ; Université de Liège - ULiège > Centre d'ingénierie des protéines
Language :
English
Title :
Polarization-corrected electrostatic potentials of aromatic compounds
Publication date :
1993
Journal title :
Journal of the American Chemical Society
ISSN :
0002-7863
eISSN :
1520-5126
Publisher :
American Chemical Society, Washington, United States - District of Columbia
Volume :
115
Issue :
15
Pages :
6877-6882
Peer reviewed :
Peer Reviewed verified by ORBi
Funders :
BELSPO - SPP Politique scientifique - Service Public Fédéral de Programmation Politique scientifique FRSM - Fonds de la Recherche Scientifique Médicale [BE] F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE] DGTRE - Région wallonne. Direction générale des Technologies, de la Recherche et de l'Énergie [BE]
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