Please use this identifier to cite or link to this item: https://hdl.handle.net/11499/8792
Title: Synthesis, spectroscopic characterizations and quantum chemical computational studies of (Z)-4-[(E)-(4-fluorophenyl)diazenyl]-6-[(3- hydroxypropylamino)methylene]-2-methoxycyclohexa-2,4-dienone
Authors: Albayrak, Ç.
Odabaşoglu, Mustafa
Özek, A.
Büyükgüngör, O.
Keywords: Azo dye
DFT
Non-linear optical properties
Schiff Base
Spectral characterization
TD-DFT
Activation energy
Azo dyes
Benzene
Computational chemistry
Density functional theory
Functional groups
Hydrogen bonds
Optimization
Organic solvents
Quantum chemistry
Solvents
Spectrum analyzers
Synthesis (chemical)
X ray diffraction
Schiff-base
Optical properties
Publisher: Elsevier
Abstract: In this study, the molecular structure and spectroscopic properties of the title compound were characterized by X-ray diffraction, FT-IR and UV-vis spectroscopies. These properties were also investigated using DFT method. The most convenient conformation of title compound was firstly determined. The geometry optimizations in gas phase and solvent media were performed by DFT methods with B3LYP adding 6-31G(d) basis set. The differences between crystal and computational structures are due to crystal packing in which hydrogen bonds play an important role. UV-vis spectra were recorded in different organic solvents. The results show that title compound exists in both keto and enol forms in DMSO, EtOH but it tends to shift towards enol form in benzene. The polar solvents facilitate the proton transfer by decreasing the activation energy needed for Transition State. The formation of both keto and enol forms in DMSO and EtOH is due to decrease in the activation energy. TD-DFT calculations starting from optimized geometry were carried out in both gas and solution phases to calculate excitation energies of the title compound. The non-linear optical properties were computed at the theory level and the title compound showed a good second order non-linear optical property. In addition, thermodynamic properties were obtained in the range of 100-500 K. © 2011 Elsevier B.V. All rights reserved.
URI: https://hdl.handle.net/11499/8792
https://doi.org/10.1016/j.saa.2011.09.020
ISSN: 1386-1425
Appears in Collections:Denizli Teknik Bilimler Meslek Yüksekokulu Koleksiyonu
PubMed İndeksli Yayınlar Koleksiyonu / PubMed Indexed Publications Collection
Scopus İndeksli Yayınlar Koleksiyonu / Scopus Indexed Publications Collection
WoS İndeksli Yayınlar Koleksiyonu / WoS Indexed Publications Collection

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