title: Synthesis, conformational and spectroscopic characterization of monomeric styrene derivatives having pendant p-substituted benzylic ether groups.
abstract: Three derivatives of styrene monomer, 4-chlorophenyl-4-vinylbenzyl ether (I), 4-methoxyphenyl-4-vinylbenzyl ether (II) and 4-ethylphenyl-4-vinylbenzyl ether (III) were synthesized. The synthesized two novel compounds (I and III) and one with undefined structural features were identified by experimental spectroscopic techniques and density functional approach. The optimized geometrical structure, vibrational and electronic transitions along with chemical shifts of those compounds were presented in this study. The vibrational spectra of investigated compounds were recorded in solid state with FT-IR spectrometry in the range of 4000-400 cm(-1). The computational vibrational wavenumbers and also ground state equilibrium conformations were carried out by using density functional method with 6-311++G(d,p) basis set. Assignments of the fundamental vibrational modes were examined on the basis of the measured data and total energy distribution (TED) of the vibrational modes, calculated with scaled quantum mechanical (SQM) method. Isotropic chemical shift of hydrogen and carbon nuclei were investigated via observed (1)H and (13)C NMR spectra in deuterated DMSO solution and predicted data applied with gauge-invariant atomic orbitals (GIAOs) method. The UV absorption spectra of monomers were observed in the range of 200-800 nm in ethanol, and time dependent DFT method was used to obtain the electronic properties. A detailed description of spectroscopic behaviors of compound was given based on the comparison of experimental measurements and theoretical computations.
authors.affiliation: Department of Science Education, Bayburt University, 69000 Bayburt, Turkey. cnr.mehmet@gmail.com
authors.forename: Mehmet
authors.initials: M
authors.lastname: Cinar
authors.forename: Levent
authors.initials: L
authors.lastname: Ozcan
authors.forename: Mehmet
authors.initials: M
authors.lastname: Karabacak
authors.forename: Ibrahim
authors.initials: I
authors.lastname: Erol
mesh_terms: D001554:Benzene / Q000737:chemistry*; D004121:Dimethyl Sulfoxide / Q000737:chemistry; D004583:Electrons; D000431:Ethanol / Q000737:chemistry; D004987:Ethers / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D012996:Solutions; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D020058:Styrene / Q000138:chemical synthesis* / Q000737:chemistry*; D014732:Vibration
chemical_list: D004987:Ethers; D012996:Solutions; D000431:Ethanol; D020058:Styrene; D001554:Benzene; D004121:Dimethyl Sulfoxide