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Synthesis, Structural Characterization And Theoretical Investigations of New Azo-Azomethine Compounds Bearing Acryloyl Moiety

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RESEARCH

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Abstract

In this study six new azo-azomethine dyes containing acryloyl group, 4-[[[4-[4′-methylphenyl azo) phenyl] imino] methyl] phenyl-2-propenoat, 4-[[[4-[4′- hydroxy phenylazo)phenyl] imino] methyl] phenyl-2-propenoat, 4-[[[4-(phenyl azo) phenyl] imino]methyl]- phenyl-2-propenoat, 4-[[[4-[4′-chloro phenyl azo) phenyl] imino] methyl]phenyl-2-propenoat, 4-[[[4-[4′- nitro phenyl azo) phenyl] imino] methyl] phenyl-2-propenoat were synthesized. The acryloyl derivatives of the azo-azomethine dyes wereprepared with metallic sodium and acryloyl chloride in 1:1 Molar ratio and characterizedusing elemental analysis, IR, UV-Vis, 1H-NMR and 13C-NMR spectroscopy. Themolecular geometry was also optimized using density functional theory (DFT/B3LYP)method with the 6-311G(2d,2p) and cc-pvtz basis sets in ground state. From theoptimized geometry of the compounds, vibrational frequencies, UV-Vis, molecularelectrostatic potential distribution and frontier molecular orbitals were performed usingsame method and basis stets, and the results were compared with the experimental data.

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2018-06-01

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Çavuş, M., Özkinali, S., Saki̇n, B. (2018). Synthesis, Structural Characterization And Theoretical Investigations of New Azo-Azomethine Compounds Bearing Acryloyl Moiety. Hittite Journal of Science and Engineering, 5(4), 259-269