title: FT-IR, molecular structure, HOMO-LUMO, MEP, NBO analysis and first order hyperpolarizability of Methyl 4,4″-difluoro-5'-methoxy-1,1':3',1″-terphenyl-4'-carboxylate.
abstract: Methyl 4,4″-difluoro-5'-methoxy-1,1':3',1″-terphenyl-4'-carboxylate was prepared by the aromatization of a cyclohexenone derivative, Methyl 4,6-bis(4-fluorophenyl)-2-oxocyclohex-3-ene-1-carboxylate using iodine and methanol at reflux conditions. The structure of the compound was confirmed by IR and single crystal X-ray diffraction studies. FT-IR spectrum was recorded and analyzed. The crystal structure is also described. The vibrational wavenumbers are calculated using HF and DFT methods and are assigned with the help of potential energy distribution. The geometrical parameters of the title compound obtained from XRD studies are in agreement with the calculated (DFT) values. The stability of the molecule arising from hyper-conjugative interaction and charge delocalization has been analyzed using NBO analysis. According to the MEP analysis, negative region (red) is mainly over the carbonyl group showing large activity. The calculated hyperpolarizability of the title compound is greater than that of the standard NLO material urea and the title compound is an attractive object for future studies of nonlinear optical properties.
authors: Department of Physics, Fatima Mata National College, Kollam, Kerala, India.
authors: Y
authors: Y
authors: Sheena Mary
authors: Department of Physics, TKM College of Arts and Science, Kollam, Kerala, India. Electronic address: cyphyp@rediffmail.com.
authors: C
authors: C
authors: Yohannan Panicker
authors: Department of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India.
authors: B
authors: B
authors: Narayana
authors: Department of Studies in Chemistry, Mangalore University, Mangalagangotri 574 199, India.
authors: S
authors: S
authors: Samshuddin
authors: Department of Studies in Chemistry, Industrial Chemistry Division, Mangalore University, Mangalagangotri 574 199, India.
authors: B K
authors: BK
authors: Sarojini
authors: Department of Chemistry, University of Antwerp, B2610 Antwerp, Belgium.
authors: C
authors: C
authors: Van Alsenoy
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry*; D018360:Crystallography, X-Ray; D054879:Halogenation; D008745:Methylation; D008958:Models, Molecular; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D001555:Benzene Derivatives; D002264:Carboxylic Acids
keywords: FT-IR; Hyperpolarizability; Methoxy; PED; Terphenyl