Synthesis, spectroscopic, molecular and computational structure characterizations of (E)-2-ethoxy-6-[(phenylimino)methyl]phenol

Albayrak C., KOŞAR B., Demir S., ODABAŞOĞLU M., Buyukgungor O.

JOURNAL OF MOLECULAR STRUCTURE, vol.963, no.2-3, pp.211-218, 2010 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 963 Issue: 2-3
  • Publication Date: 2010
  • Doi Number: 10.1016/j.molstruc.2009.10.037
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.211-218
  • Keywords: Schiff Base, X-ray analysis, IR and UV-Vis spectroscopy, Molecule orbitals, Tautomerism, Computational study, ORBITAL METHODS, DFT
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

The structure of (E)-2-ethoxy-6-[(phenylimino)methyl]phenol was characterized by X-ray diffraction, IR and electronic spectroscopy. The title compound prefers enol form in solid state as to X-ray and IR results. UV-Vis spectra of the title compound were recorded in various solvents. The results show that the molecule exists only enol form even in solvent media. Electronic structure and spectroscopic properties of title compound were investigated from calculative point of view. DFT/B3LYP optimization was performed based on X-ray Geometry applying 6-311 G(d,p) basis set. TD-DFT calculations starting from optimized geometry were carried out in both gas and solution phase to calculate excitation energies of enol and keto tautomers. Vibrational frequency analysis was performed at the optimized geometry with the same level of theory. (c) 2009 Elsevier B.V. All rights reserved.