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Vol. 28 No. 8 (2016): Vol 28 Issue 8

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Synthesis, Characterization, Non-Linear Optical, Molecular Electrostatic Potential and HOMO-LUMO Analysis Using DFT Study of Novel Chiral Symmetric Schiff Bases

https://doi.org/10.14233/ajchem.2016.19887
Kivilcim Sendil
Department of Chemistry, Faculty of Science, Kafkas Universty, Kars 36100, Turkey
Güventürk Ugurlu
Department of Physics, Faculty of Science, Kafkas Universty, Kars 36100, Turkey
Halil Çaliskan
Department of Chemistry, Faculty of Science, Kafkas Universty, Kars 36100, Turkey
Mukadder Yilmaz
Department of Chemistry, Faculty of Science, Kafkas Universty, Kars 36100, Turkey
Ertan Sahin
Department of Chemistry, Faculty of Science, Atatürk Universty, Erzurum 25100, Turkey

Corresponding Author(s) : Kivilcim Sendil

kivilcimsendil@hotmail.com

Asian Journal of Chemistry, Vol. 28 No. 8 (2016): Vol 28 Issue 8

Abstract

Three new chiral diimine Schiff bases, 5,5'-methylene-bis-salicylidene-α-methylbenzylamine (2), 5,5'-methylenebis(2-((Z)-((1-(4-methoxyphenyl)ethyl)imino)methyl)phenol) (3), 5,5'-methylenebis(2-((Z)-((3,3-dimethylbutan-2-yl)imino)methyl)phenol) (4) including symmetric imine type have been synthesized. The 5,5'-methylenebis-salicylaldehyde (1) used as the starting material for the obtained Schiff bases was confirmed by single crystal X-ray diffraction. Characterization of novel symmetric diimine Schiff bases have been done by means of elemental analysis, FT-IR, 1H and 13C NMR spectral studies. Theoretical electronic structure calculations of the B3LYP/6-311+g(d,p) level were performed to optimize the molecular geometry. The non-linear optical properties such as dipole moment, polarizability and first order hyperpolarizability of 1, 2, 3 and 4 were determined. The HOMO and LUMO energy gaps revealed that the energy gaps reflected the chemical activity of the molecules. To obtain chemical reactivity of the molecules, the molecular electrostatic potential surface maps were plotted over the optimized geometry of the molecules.

Keywords

Chiral Schiff bases X-ray diffraction DFT calculation NMR Non-linear optical properties
Sendil, K., Ugurlu, G., Çaliskan, H., Yilmaz, M., & Sahin, E. (2016). Synthesis, Characterization, Non-Linear Optical, Molecular Electrostatic Potential and HOMO-LUMO Analysis Using DFT Study of Novel Chiral Symmetric Schiff Bases. Asian Journal of Chemistry, 28(8), 1841–1847. https://doi.org/10.14233/ajchem.2016.19887
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