Structural, spectroscopic characterization of (E)-4-chloro-2-((4-methoxybenzylidene)amino)phenol as potential antioxidant compound


ŞEN F. , Efil K., Bekdemir Y., Dincer M.

JOURNAL OF MOLECULAR STRUCTURE, vol.1127, pp.645-652, 2017 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1127
  • Publication Date: 2017
  • Doi Number: 10.1016/j.molstruc.2016.08.029
  • Title of Journal : JOURNAL OF MOLECULAR STRUCTURE
  • Page Numbers: pp.645-652
  • Keywords: Imine, X-ray and DFT molecular structure, IR, NMR and UV-Vis spectroscopy, Frontier molecular orbital analysis (FMOs), Antioxidant activity, COMPLEXES, SCALE

Abstract

A new imine derivative, (E)-4-chloro-2-((4-methoxybenzylidene)amino)phenol has been synthesized from the reaction of 4-Anisaldehyde with benzoyl 2-Amino-4-chlorophenol. The results of a combined experimental and DFT investigations of the structural and spectroscopic properties of the title compound are given. The crystal and molecular investigations are performed by X-ray diffraction and spectral results obtained by IR, NMR and UV-Vis spectrometers. The structural geometry, vibration frequencies, H-1 and C-13 NMR chemical shifts, UV-Vis spectral analysis and HOMO LUMO of molecule in the ground state have been also calculated using the density functional theory (DFT) employing B3LYP exchange correlation with the 6-311G+(d, p) basis set, and check aganist the experimental data. The stability of antioxidant at different concentrations of compound are evaluated using 2,2-diphenyl-1-picrylhydrazyl (DPPH) radical method and determined its specific absorbance properties. (C) 2016 Elsevier B.V. All rights reserved.