Spectroscopic and Theoretical Studies and Intramolecular Proton Transfer in (Z)-2-Hydroxy-6-(((2-methoxy-5-(trifluoromethyl)phenyl)amino)methylene)cyclohexa-2,4-dien-1-one

Özdemir Tarı G., Kirca B. K., Tasdogan M., Özdemir N., Ağar E.

RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, cilt.95, sa.8, ss.1621-1631, 2021 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 95 Sayı: 8
  • Basım Tarihi: 2021
  • Doi Numarası: 10.1134/s0036024421080252
  • Dergi Adı: RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Aquatic Science & Fisheries Abstracts (ASFA), Compendex
  • Sayfa Sayıları: ss.1621-1631
  • Anahtar Kelimeler: X-ray diffraction, quantum mechanical calculations, FT-IR and UV-Vis spectral analysis, GRAPH-SET ANALYSIS, SCHIFF-BASE, FT-IR, OPTICAL-PROPERTIES, DFT CALCULATIONS, METAL-COMPLEXES, FUKUI FUNCTION, NLO, UV, RAMAN
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

In present work, a new Schiff base compound, (E)-3-(((2-methoxy-5-(trifluoromethyl)phenyl)imino)methyl)benzene-1,2-diol was synthesized and characterized by X-ray diffraction and spectroscopic methods (FT-IR, UV-Vis) and quantum mechanical calculation methods. The obtained structure is monoclinic, space group P2(1)/c, with unit cell parameters a = 15.1881(10) angstrom, b = 14.5816(11) angstrom, c = 6.2023(5) angstrom, beta = 98.008 (6)degrees, and Z = 4. Theoretical calculations were used to investigate the optimized molecular geometry of the title compound. The calculated and experimental results show the title compound tends to the keto-amine form. Besides, the frontier molecular orbital, non-linear optical properties and electronic structure parameters of the title compound were computed in the solvent media using the theoretical methods. The molecular electrostatic potential surface was obtained at the optimized geometry to predict reactive sites for nucleophilic and electrophilic attack for the studied molecule. Statistical thermodynamic functions for the title compound were calculated at 298.15 K temperature and 1 atm pressure by using the HF and DFT/B3LYP methods with the 6-311++G(d,p) basis set.