A study on acid-base properties and hydrogen bonding of some 2-substituted benzimidazoles in aqueous phase using semi-empirical methods

Yarligan, S; Ogretir, C; Kaynak, BERRİN; Esenoglu, E

doi:10.1016/s0166-1280(02)00029-5

A study on acid-base properties and hydrogen bonding of some 2-substituted benzimidazoles in aqueous phase using semi-empirical methods

Atıf İçin Kopyala

Yarligan S., Ogretir C., Kaynak B., Esenoglu E.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, cilt.586, ss.9-16, 2002 (SCI-Expanded)

Yayın Türü: Makale / Tam Makale
Cilt numarası: 586
Basım Tarihi: 2002
Doi Numarası: 10.1016/s0166-1280(02)00029-5
Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
Sayfa Sayıları: ss.9-16
Eskişehir Osmangazi Üniversitesi Adresli: Evet

Özet

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.