An ab initio study on protonation of some substituted thiazole derivatives

Yarligan S., Ogretir C., Csizmadia I., Acikkalp E., Berber H., Arslan T.

JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, vol.715, no.1-3, pp.199-203, 2005 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 715 Issue: 1-3
  • Publication Date: 2005
  • Doi Number: 10.1016/j.theochem.2004.10.044
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.199-203
  • Keywords: proto-tautomerism, ring-chain tautomerism, ab initio calculation, substituent constants, oxo-protonation, aza-protonation
  • Anadolu University Affiliated: No

Abstract

The preferred tautomeric forms of some 2-oxothiazole derivatives were predicted using acidity constants calculated by experimental and ab initio methods. Thiazole derivatives were subject to geometry optimization at two levels of theory: HF/3-21G and B3LYP/6-31G(d). It was observed that oxo forms were favored. An excellent correlation between experimental and ab initio acidity constant values for non-tautomeric molecules was obtained. (c) 2004 Elsevier B.V. All rights reserved.