Theoretical and experimental investigations on molecular structure of bis(2-methoxy-4-allylphenyl)oxalate

Sahin Z. S., KANTAR G. K., Sasmaz S., Buyukgungor O.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1103, ss.156-165, 2016 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1103
  • Basım Tarihi: 2016
  • Doi Numarası: 10.1016/j.molstruc.2015.09.009
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.156-165
  • Anahtar Kelimeler: Oxalate, DFT, X-ray, Electronic properties, IR, NMR, THERMODYNAMIC PROPERTIES, VIBRATIONAL-SPECTRA, CHEMICAL-REACTIVITY, HYDROGEN-PEROXIDE, NBO ANALYSIS, HOMO-LUMO, CHEMILUMINESCENCE, FLUORESCENT, HYPERPOLARIZABILITY, ABSORPTION
  • Recep Tayyip Erdoğan Üniversitesi Adresli: Evet

Özet

The aim of this study is to find out the molecular characteristic and structural parameters that govern the chemical behavior of a new bis(2-methoxy-4-allylphenyl)oxalate compound and to compare predictions made from theory with experimental observations. The title compound, bis(2-methoxy-4-allylphenyl) oxalate (I), (C22H22O6), has been synthesized. The compound has been characterized by elemental analysis, IR, H-1 NMR, C-13 NMR spectroscopies and single crystal X-ray diffraction techniques. Optimized molecular structure, harmonic vibrational frequencies have been calculated by B3LYP/6-311G(d,p) method using density functional theory (DFT). H-1 and C-13 nuclear magnetic resonance (NMR) chemical shifts of the molecule have been investigated by the Gauge-Invariant Atomic Orbital (GIAO) method. The calculated results show that the predicted geometry can well reproduce structural parameters. To estimate chemical reactive sites of the molecule, molecular electrostatic potential map (MEP), frontier molecular orbitals (FMOs), Mulliken population method and natural population analysis (NPA) have been calculated for the optimized geometry of the molecule. To investigate the NW properties of the molecule, the electric dipole, the polarizability and the first hyperpolarizability have been calculated. In addition, thermodynamic properties have also been studied. (C) 2015 Elsevier B.V. All rights reserved.