Theoretical Investigation on Solvent Dependent Shift and Electronic Transition Properties of Certain Schiff Bases

Year 2017, Volume: 4 Issue: 1, 111 - 130, 13.07.2017

ULKU DILEK Uysal , Halil Berber Dila Ercengiz

https://doi.org/10.18596/jotcsa.353912

Cited By: 3

Abstract

Bu çalışma kapsamında; bazı
o-hidroksi türevi Schiff bazı bileşikleri sentezlenmiş, yapıları spektroskopik
teknikler ile aydınlatılmıştır. Bu bileşikler ve olası tautomer yapıları gaz ve
polar çözücü varlığında DFT yöntemi B3LYP/6-311g (2d,2p) seviyesinde,
incelenerek kararlı tautomer yapıları belirlenmiştir. Kararlı tautomer
formlarının DFT yöntemi B3LYP/6-311g(2d,2p) seviyesinde, UV spektrumları
hesaplanarak çözücüye bağlı kayma ve elektronik geçiş özelliklerinin ve
HOMO-LUMO değerleri hesaplanarak bileşiklerin olası moleküler elektronik
özellikleri belirlenmiştir. 

Keywords

Solvent effect, Electronic transition, Tautomer

References

• 1. Solak, N, Rollas, S. Synthesis and antituberculosis activity of 2-(aryl/alkylamino)-5- (4-aminophenyl)-1, 3, 4-thiadiazoles and their Schiff bases. ARKIVOC 2006; 12: 173–181.
• 2. Al-Noor TH, Aziz MR, AL-Jeboori AT. Int. J. RF Technol. Res. Appl. 2014; 2: 187–192.
• 3. Silva, CM da, Silva DL da, Modolo, LV, Alves, RB, Resende, MA de, Martins, CV, Fatima A de. J. Adv. Res. 2011; 2: 1-8.
• 4. Barone G, Terenzi A, Lauria A, Almerico AM, Leal JM, Busto N, García B. C. Chem. Rev. 2013; 257: 2848-2862.
• 5. Asadi Z, Nasrollahi N, The effect of metal and substituent on DNA binding, cleavage activity, and cytotoxicity of new synthesized Schiff base ligands and Zn(II) complex. Journal of Molecular Structure 2017; 1147: 582-593.
• 6. Thiyagarajan G, Pandey A, Mayer P, Thamaraichelvan A, The biological and physical properties exhibited by Schiff bases are directly related to the presence of intramolecular H-bonding and as well as proton transfer equilibrium. Indian J. Chem. 2014; 53: 200–207.
• 7. Meggers, E. Exploring biologically relevant chemical space with metal complexes. Curr. Opin. Chem. Biol. 2007; 11: 287-292.
• 8. Kabak M, Elmali A, Elerman Y. Keto–enol tautomerism, conformations and structure of N-(2-hydroxy-5-methylphenyl), 2-hydroxybenzaldehydeimine. J. Mol. Struct. 1999; 477: 151–158.
• 9. Singh J, Parkash J, Kaur V, Singh R. New approach for the quantification of metallic species in healthcare products based on optical switching of a Schiff base possessing ONO donor set. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2017; 185: 263–270.
• 10. Berber H, Uysal UD, Ercengiz D, Bazı Schiff Bazı Türevi Moleküllerin Çözücüye Bağlı Kayma ve Elektronik Geçiş Özelliklerinin Teorik Olarak Araştırılması, Fiziksel Kimya Kongresi (Physical Chemistry Congress), Bülent Ecevit Üniversitesi, 15-18 Mayıs 2017, P26.
• 11. Becke AD. Density‐functional thermochemistry. II. The effect of the Perdew–Wang generalized‐gradient correlation correction. J Chem Phys. 1992; 97: 9173-9177.
• 12. Becke AD. Density-functional thermochemistry. III. The role of exact exchange. J Chem Phys. 1993; 98: 5648-5652.
• 13. CS ChemBioDraw Ultra 12.0 for Microsoft Windows (CS ChemBioDraw Ultra 12.0. 2010).
• 14. Gaussian09 Rev B.01. Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Petersson, G. A.; Nakatsuji, H.; Li, X.; Caricato, M.; Marenich, A. V.; Bloino, J.; Janesko, B. G.; Gomperts, R.; Mennucci, B.; Hratchian, H. P.; Ortiz, J. V.; Izmaylov, A. F.; Sonnenberg, J. L.; Williams-Young, D.; Ding, F.; Lipparini, F.; Egidi, F.; Goings, J.; Peng, B.; Petrone, A.; Henderson, T.; Ranasinghe, D.; Zakrzewski, V. G.; Gao, J.; Rega, N.; Zheng, G.; Liang, W.; Hada, M.; Ehara, M.; Toyota, K.; Fukuda, R.; Hasegawa, J.; Ishida, M.; Nakajima, T.; Honda, Y.; Kitao, O.; Nakai, H.; Vreven, T.; Throssell, K.; Montgomery, J. A., Jr.; Peralta, J. E.; Ogliaro, F.; Bearpark, M. J.; Heyd, J. J.; Brothers, E. N.; Kudin, K. N.; Staroverov, V. N.; Keith, T. A.; Kobayashi, R.; Normand, J.; Raghavachari, K.; Rendell, A. P.; Burant, J. C.; Iyengar, S. S.; Tomasi, J.; Cossi, M.; Millam, J. M.; Klene, M.; Adamo, C.; Cammi, R.; Ochterski, J. W.; Martin, R. L.; Morokuma, K.; Farkas, O.; Foresman, J. B.; Fox, D. J. Gaussian, Inc., Wallingford CT (2009).
• 15. GaussView, Version 5, Dennington, Roy; Keith, Todd A.; Millam, John M. Semichem Inc., Shawnee Mission, KS, 2009.
• 16. Hansch C, Leo A, Taft RW. A survey of Hammett substituent constants and resonance and field parameters. Chem. Rev. 1991; 91 (2): 165-195.
• 17. Sıdır İ. Density functional theory design D-D-A type small molecule with 1.03 eV narrow band gap: Effect of electron donor unit for organic photovoltaic solar cell. Molecular Physics 2017; 115 (19): 2451-2459.
• 18. Ghomrasni S, Ayachi S, Alimi K. New acceptor–donor–acceptor(A–D–A) type copolymers for efficient organic photovoltaic devices. Journal of Physics and Chemistry of Solids 2015; 76:105–111.
• 19. Azazi A, Mabrouk A, Chemek M, Kreher D, Alimi K. DFT modeling of conjugated copolymers photophysical properties: Towards organic solar cell application. Synthetic Metals 2014; 198:314–322.
• 20. Bruice PY, Organic Chemistry (5th Edition), Hardcover: Prentice Hall; 2006. ISBN 10: 0131963163/ISBN 13:9780131963160.
• 21. Vogel AI, Tatchell AR, Furnis BS,‎ Hannaford AJ, Smith PWG. -Vogel's Textbook of Practical Organic Chemistry (5th Edition) Longman Scientific&Technical, Copublished in the United States with John Wiley & Sons. Inc., New York, 1989. ISBN: 470-21414-7.