Erhan ÖZTÜRK, Zeynep TURHAN IRAK, Selçuk GÜMÜŞ

(E)-2-((Fenilimino)metil) Fenol Molekülünün Teorik Olarak İncelenmesi

Bu çalışmada, (E)-2-((fenilimino)metil)fenol molekülünün 3D geometrisi ve elektronik yapısı hakkında bilgi edinmek için kuantum kimyasal hesaplamaları B3LYP/6-31++G(d,p) seviyesinde Yoğunluk Fonksiyonel Teorisi kullanılarak taban durumunda hesaplandı. Optimize edilmiş moleküler yapının tek bağ etrafında dönerek toplam enerjinin taranmasıyla konformasyonları bulundu. En çok ve en az kararlı konformasyonların 3 boyutlu elektrostatik potansiyel haritaları çıkartıldı. Bu konformasyonel yapıların en yüksek dolu moleküler orbital (HOMO), en düşük boş moleküler orbitallerin (LUMO) enerjileri, elektronik ve moleküler özellikleri hesaplandı. Ek olarak, lineer olmayan optik özellikleri (NLO) incelendi.

Anahtar Kelimeler:

(E)-2-((Fenilimino)metil)fenol, HOMO-LUMO enerjileri, yoğunluk fonksiyonel teorisi, elektronik özellikler, konformasyon, konformasyon

Theoretical Investigation of (E)-2-((Phenylimino)methyl)phenol Molecules

In this work, quantum chemical calculations were computed in the base state using Density Functional Theory at the level of B3LYP/6-31++G(d,p) to obtain information about the 3D geometry and electronic structure of the (E)-2- ((phenylimino)methyl)phenol molecule. Conformations were found by scanning the total energy by rotating around the single bond of the optimized molecular structure. Three-dimensional electrostatic potential maps of the most and least stable conformation were deduced. These conformational structures have calculated the highest filled molecular orbital (HOMO), lowest empty molecular orbitals (LUMO) energies, electronic and molecular properties. In addition, nonlinear optical properties (NLO) were investigated.

Keywords:

(E)-2-((Phenyimino)methyl)phenol, density functional theory, HOMO-LUMO energies, electronic properties, conformation,

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Aggarwal MD, Stephens J, Batra AK, Lal RB, 2003. Bulk Growth and Characterization of Semiorganic Nonlinear Optical Materials. Journal of Optoelectronics and Advanced Materials, 5(3): 555‐562.
Becke AD, 1988. Density-Functional Exchange-Energy Approximation with Correct Asymptotic Behavior. Physical Review A, 38(6): 3098-3100.
Cramer CJ, 2004. Essentials of Computational Chemistry. John Wiley and Sons, pp. 596, London.
Denningto R, Keith T, Millam J, 2009. GaussView, Version 5. Semichem Inc., Shawnee Mission KS.
Fleming I, 1976. Frontier Orbitals and Organic Chemical Reactions. Wiley Interscience, pp. 250, New York.
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE, Robb MA, Cheeseman JR, Scalmani G, Barone V, Mennucci B, Petersson GA, Nakatsuji H, Caricato M, Li X, Hratchian HP, Izmaylov AF, Bloino J, Zheng G, Sonnenberg JL, Hada M, Ehara M, Toyota K, Fukuda R, Hasegawa J, Ishida M, Nakajima T, Honda Y, Kitao O, Nakai H, Vreven T, Montgomery JA, Vreven TJ, Peralta JE, Ogliaro F, Bearpark M, Heyd JJ, Brothers E, Kudin N, Staroverov VN, Kobayashi R, Normand J, Raghavachari K, Rendell A, Burant JC, Iyengar SS, Tomasi J, Cossi M, Rega N, Millam JM, Klene M, Knox JE, Cross J B, Bakken V, Adamo C, Jaramillo J, Gomperts R, Stratmann RE, Yazyev O, Austin AJ, Cammi R, Pomelli CJ, Ochterski W, Martin LR, Morokuma K, Zakrzewski VG, Voth GA, Salvador P, Dannenberg JJ, Dapprich S, Daniels AD, Farkas O, Foresman JB, Ortiz JV, Cioslowski J and Fox DJ, 2009. Gaussian Inc., Wallingford, CT.
Fukui K, 1982. Role of Frontier Orbitals in Chemical Reactions. Science, 218(4574): 747-754.
Govindarajan M, Periandy S, Carthigayen K, 2012. FT-IR and FT-Raman Spectra, Thermo Dynamical Behavior, HOMO and LUMO, UV, NLO Properties, Computed Frequency Estimation Analysis and Electronic Structure Calculations on α-Bromotoluene. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 97: 411-422.
Guo P, Ma R, Guo L, Yang L, Liu J, Zhang X, Pan X, Dai S, 2010. Theoretical Study on The Electronic Absorption Spectra and Molecular Orbitals of Ten Novel Ruthenium Sensitizers Derived From N3 And K8. Journal of Molecular Graphics and Modelling, 29(3): 498–505.
Isin DO, Karakus N, 2015. Quantum Chemical Study on The İnhibition Efficiencies of Some Sym-Triazines As İnhibitors for Mild Steel in Acidic Medium. Journal of the Taiwan Institute of Chemical Engineers, 50: 306-313.
Lee C, Yang W, Parr RG, 1998. Development of The Colle-Salvetti Correlation-Energy Formula into A Functional of The Electron Density. Physical Review B, 37(2): 785-789.
Leszczynski J, 2006. Non-Linear Optical Properties of Matter. Springer, Dordrecht, pp. 676, The Netherlands.
Levine IN, 2000. Many-Electron Atoms. Quantum chemistry, pp. 739, Prentice-Hall Inc., New Jersey.
Lewis DFV, Ioannides C, Parke DV, 1994. Interaction of A Series of Nitriles with The Alcohol-Inducible Isoform of P450: Computer Analysis of Structureactivity Relationships. Xenobiotica, 24: 401-408.
Macho V, Králik M, Hudec J, Cingelova J, 2004. One Stage Preparation of Schiff' s Bases from Nitroarenes Aldehydes and Carbon Monoxide at Presence of Water. Journal of Molecular Catalysis A: Chemical, 209(1-2): 69–73.
Pearson RG, 1989. Absolute Electronegativity and Hardness: Applications to Organic Chemistry. Journal of Organic Chemistry, 54: 1423–1430.
Sebastian S, Sylvestre S, Sundaraganesan N, Amalanathan M, Ayyapan S, Oudayakumar K, Karthikeyan B, 2013. Vibrational Spectra, Molecular Structure, Natural Bond Orbital, First Order Hyperpolarizability, TD-DFT and Thermodynamic Analysis of 4-Amino-3-Hydroxy-1-Naphthalenesulfonic Acid by DFT Approach. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 107: 167–178.
Turhan Irak Z, Gumus S, 2017. Heterotricyclic Compounds via Click Reaction: A Computational Study. Noble International Journal of Scientific Research, 01 (07): 80-89.
Zhou X, Cui J, Li ZH, Wang G, Liu Z, Zhou M, 2013. Carbonyl Bonding on Oxophilic Metal Centers: Infrared Photodissociation Spectroscopy of Mononuclear and Dinuclear Titanium Carbonyl Cation Complexes. The Journal of Physical Chemistry A, 117(7): 1514-1521.
Zhou Z, Parr RG, 1990. Activation Hardness:New İndex for Describing The Orientation of Electrophilic Aromatic Substitution. Journal of the American Chemical Society, 112: 5720-5724.
Zyss J, 1994. Molecular Non linear Optics: Materials, Physics and Devices Academic Press. New York.