A theoretical study of substituent effects on tautomerism of 2-hydroxybenzimidazoles
JOURNAL OF MOLECULAR MODELING, vol.9, no.6, pp.390-394, 2003 (SCI-Expanded, Scopus)
- Publication Type: Article / Article
- Volume: 9 Issue: 6
- Publication Date: 2003
- Doi Number: 10.1007/s00894-003-0150-0
- Journal Name: JOURNAL OF MOLECULAR MODELING
- Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Page Numbers: pp.390-394
- Keywords: substituted benzimidazoles, aqueous phase, semi-empirical calculations, annular tautomerism, chain tautomerism
- Anadolu University Affiliated: No
Abstract
The geometries, relative stabilities of some 4(7) and 5(6) substituted 2-hydroxybenzimidazole derivatives were calculated with full geometry optimization using AM1 and PM3 in aqueous phase. With the exception of molecules 4, 6 and 7 for all the 4(7) and 5(6) substituted 2-hydroxybenzimidazole derivatives the 3H and keto forms were found to be favored.