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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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