A theoretical study of substituent effects on tautomerism of 2-hydroxybenzimidazoles

Ogretir C., Yarligan S., Berber H., Arslan T., Topal S.

JOURNAL OF MOLECULAR MODELING, vol.9, no.6, pp.390-394, 2003 (SCI-Expanded) identifier identifier identifier

  • 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.