Molecular structure, spectroscopic investigations, second-order nonlinear optical properties and intramolecular proton transfer of (E)-5-(diethylamino)-2-[(4-propylphenylimino)methyl]phenol: A combined experimental and theoretical study

KOŞAR B., Albayrak C., ERSANLI C. C., ODABAŞOĞLU M., Buyukgungor O.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.93, pp.1-9, 2012 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 93
  • Publication Date: 2012
  • Doi Number: 10.1016/j.saa.2012.03.004
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.1-9
  • Keywords: Density functional theory, Crystal structure, Second-order non-linear optical properties, Intramolecular proton transfer, IR and UV-vis spectra, Schiff base, SCHIFF-BASES, TAUTOMERIC EQUILIBRIUM, HYDROGEN-BONDS, DENSITY, DERIVATIVES, AROMATICITY, KETIMINES, BEHAVIOR, CRYSTAL, STATE
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

This work presents a combined experimental and theoretical study on an ortho-hydroxy Schiff base compound, (E)-5-(diethylamino)-2-[(4-propylphenylimino)methyl]phenol. The crystal structure and spectroscopic properties of the compound have been determined by using X-ray diffraction, IR and UV-vis spectroscopy techniques. The electronic structure, vibrational frequencies and electronic absorption spectra have been investigated from the calculative point of view. A relaxed potential energy surface scan has been performed based on the optimized geometry of OH tautomeric form to describe the potential energy barrier belonging to intramolecular proton transfer and to observe the effects of transfer on the molecular geometry. The second-order nonlinear optical properties have been investigated based on the first static hyperpolarizability (beta) by using the density functional theory. (C) 2012 Elsevier B.V. All rights reserved.