Experimental and quantum chemical computational study of (E)-1-[5-(3,4-dimethylphenyldiazenyl)-2-hydroxyphenyl]ethanone

Yazici S., Albayrak Ç., Gümrükçüoǧlu I. E., Şenel I., Büyükgüngör O.

Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, cilt.93, ss.208-213, 2012 (SCI-Expanded, Scopus) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 93
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1016/j.saa.2012.02.092
  • Dergi Adı: Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.208-213
  • Anahtar Kelimeler: Conformational analysis, Crystal structure, Density functional theory (DFT), Diazenyl, Non-linear optical properties (NLO), Solvent media
  • Samsun Üniversitesi Adresli: Hayır

Özet

In this work, the azo dye, (E)-1-[5-(3,4-dimethylphenyldiazenyl)-2- hydroxyphenyl]ethanone, has been synthesized and characterized by IR, and X-ray single-crystal determination. In the theoretical calculations, the stable structure geometry of the isolated molecule in gas phase was investigated under the framework of the density functional theory (B3LYP) with 6-31G (d, p). To designate lowest energy molecular conformation of the title molecule, the selected torsion angle was varied every 10°and the molecular energy profile was calculated from -180°to +180°. Besides, molecular electrostatic potential (MEP), frontier molecular orbitals (FMO) analysis, and thermodynamic properties were described from the computational process. In addition to these calculations, we were investigated solvent effects on the nonlinear optical properties (NLO) of the title compound. © 2012 Elsevier B.V. All rights reserved.