JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, vol.586, pp.9-16, 2002 (SCI-Expanded)
The geometries, heats of formations, entropies, proton affinities of some 2-substituted benzimidazoles and their 1-methyl derivatives were studied with full geometry optimization using AM1 and PM3 methods in aqueous phase. It was established that AMI method correlates with experimental data better than that of PM3 method. A tendency to form an intramolecular hydrogen bond between the nitrogen atom of 2-pyridyl, 2-quinolyl and N-hydrogen of the imidazole ring was confirmed for both proton-loss and proton-gain processes. (C) 2002 Elsevier Science B.V. All rights reserved.