TY  - JOUR
T1  - EXPERIMENTAL (FT-IR, NMR) AND THEORETICAL (B3PW91, B3LYP, HF) ANALYSES OF 2-(3-ETHYL-4,5-DIHYDRO-1H-1,2,4-TRIAZOL-5-ON-4-YL)-AZOMETHINE)-BENZOIC ACID
AU  - Kotan, Gül
AU  - Yüksek, Haydar
PY  - 2019
DA  - June
Y2  - 2019
JF  - Caucasian Journal of Science
JO  - Caucasian J. Sci.
PB  - Kafkas University
WT  - DergiPark
SN  - 2148-6840
SP  - 64
EP  - 75
VL  - 6
IS  - 1
LA  - en
AB  - 2-(3-Ethyl-4,5-dihydro-1H-1,2,4-triazol-5-on-4-yl)-azomethine)-benzoicacid has been optimized using DFT(B3PW91, B3LYP)/HF methods and 6-311G++(d,p)basis sets. Then,13C-NMR and 1H-NMR spectral values according to GIAO methodwere calculated using Gaussian G09W program package in gas phase and in DMSOsolvent. Theoretical and experimental values were plotted according to δexp=a+b. d calc. Theoretical spectral values of molecule were calculated andcompared with experimental values. The veda4f program was used in defining FT-IR data. The standard error values were found via the Sigma plot withregression coefficient of a and b constants. The vibrational frequency valuesof this molecule have been calculated by using 6-311G++(d,p) basis set with DFT(B3PW91,B3LYP)and HF methods. Then, these values are multiplied with scala factors. IR spectrums were drawn with obtained valuesaccording to HF and DFT method. Inaddition, the molecular surfaces such as theelectron spin potantial (ESP), themolecular electrostatic potential (MEP), the total density, the electrondensity, the electrostatic potential of the molecule weredesignated. Also, electronegativity (χ), global hardness (η), softness(σ), electron affinity (A) and ionization potential (I), highest occupiedmolecular orbital-lowest unoccupied molecular orbital (HOMO-LUMO) energy, ELUMO-EHOMOenergy gap (ΔEg), the thermodynamics properties (entropy S0, heat capacity CV0 and enthalpy H0),bond angles, bond lengths, mulliken atomiccharges, total energy, dipole moments, were calculated with Gaussian 09Wprogram on the computer.
KW  - B3LYP
KW  - HF
KW  - Veda4f
KW  - HOMO-LUMO
CR  - Asiri A.M & Khan S.A. (2013). J. Photochem Photobiol B, 120, 82.
CR  - Aydogan F., Ocal N., Turgut Z., Yolacan C. (2001). Transformations of aldimines derived from pyrrole-2-carboxaldehyde. Synthesis of thiazolidino-fused compounds, Bull. Korean Chem. Soc 22 (5), 476-480.
CR  - Azam F., Singh S., Khokhra S.L., Prakash O. (2007). Synthesis of Schiff bases of naphtha [1, 2d] thiazol-2-amine and metal complexes of 2-(20-hydroxy) benzylideneaminonaphthothiazole as potential antimicrobial agents, J. Zhejiang Univ. Sci. B 8 (6), 446-452.
CR  - Dash B., Mahapatra P.K., Panda D., Patnaik J.M. (1984). J. Indian Chem.Soc., 61, 1061.
CR  - Frisch M.J., Trucks G.W., Schlegel H.B., Scuseria G.E., Robb M.A., Mennucci B., Petersson G.A., Nakatsuji H., Caricato M., Li X. et al. (2009). Gaussian 09, Revision C.01, Gaussian, Inc., Wallingford, CT.
CR  - Fukui K., Yonezawa T., Shingu H.J. (1952). A molecular orbital theory of reactivity in aromatic hydrocarbons, J. Chem. Phys. 20, 722-725.
CR  - GaussView 5.0, Gaussian, Inc., Wallingford CT, (2009).
CR  - Jamróz M.H. (2004). Vibrational Energy Distribution Analysis: VEDA 4 program, Warsaw.
CR  - Ma D-Y., Zhang L-Y., Wu T-L., Li D-H., Xie X-Q., Guo H-F., Qin L. (2016). J. Coord Chem, 66,3261.
CR  - Merrick J.P., Moran D., Radom L. (2007). An Evaluation of Harmonic Vibrational Frequency Scale Factors. Journal of Physical Chemistry, 111(45), 11683-11700.
CR  - Mulliken RS. (1955). Electronic Population Analysis on LCAO–MO Molecular Wave Functions I. J. Chem Phys. 23, 1833–1840.
CR  - Nair R., Shah A., Baluja S. (2006). J. Serb Chem, 71, 733.
CR  - Ocak N., Çoruh U., Kahveci B., Şaşmaz S., Vazquez-Lopez EM., Erdönmez A. (2003). 1- Acetyl-3-(p-chlorobenzyl)-4-(p- chlorobenzylidenamino)- 4,5-dihydro-1H-1, 2, 4- triazol-5-one. Acta Cryst. Sec. E. 59(6), 750-752.
CR  - Puchtler S. (1981). Meloan, On schiff's bases and aldehyde-Fuchsin: a review from H. Schiff to RD Lillie, Histochem. Cell Biol. 72 (3) 321-332.
CR  - Ustabas R., Çoruh U., Sancak K., Ünver Y., Vazquez-Lopez EM. (2007). 1-(benzoylmethyl)-4-[(2,4-dichlorobenzylidene)amino]-3-(2- thienylmethyl)4,5-dihydro-1H-1,2,4-triazol-5-one. Acta Cryst. Sec. E.63, 2982- 3051.
CR  - Wang M.,Wang L.F., Li Y.Z., Li Q.X., Xu Z.D., Qu D.M. (2001). Trans Met. Chem, 26, 307.
CR  - Wolinski K. Hilton J.F. and Pulay P.J. Am. Chem. Soc., (1990). 112, 512.
CR  - Xia  Z.P., Wang X.D., Wang  P.F., Zhou Y., Zhang J.W., Zhang L., Zhou J., Zhou S.S.,  Ouyang H., Lin X.Y., Mustapa M., Reyinbaike A., Zhu H.L. (2014). Eur. J. Med. Chem.,  80,  92-100.
CR  - Yadav L.D.S., Singh S. (2001). Indian J. Chem., 40 B, 440.
CR  - Yüksek H., Akdeniz F., Bahçeci Ş. (2006). Bazı Potansiyel biyolojik aktif 4,5-dihidro-1H-1,2,4-triazol-5-on Türevlerinin Sentezi ve Yapılarının Aydınlatılması. Kimya 2006, XX. Ulusal Kimya Kongresi, Kayseri, Bildiri Özetleri Kitabı, OKS-03.
UR  - https://dergipark.org.tr/en/pub/cjo/article/557596
L1  - https://dergipark.org.tr/en/download/article-file/749356
ER  -