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Synthesis, Spectroscopic Properties, and DFT Calculations of Novel Naphthoquinone Based Diimine Molecule

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Abstract

A novel Schiff base derivative, 4,4'-(propane-1,3-diylbis(azanylylidene))bis(naphthalen-1(4H)-one) (PAN), was synthesized from the reaction of 1,4-naphthoquinone with 1,3-diaminopropane. Synthesized substance was characterized by using 1H and 13C NMR, FT-IR, UV–Vis spectroscopies and elemental analyses. Optimized geometry, geometric parameters, molecular electrostatic potential (MEP) diagram and vibrational wavenumbers of the PAN were calculated by using Density Functional Theory (DFT) at B3LYP/6-311G(d,p) level. 1H- and 13C-NMR chemical shifts were theoretically obtained using the gauge independent atomic orbital (GIAO) method with mentioned level of theory. Furthermore electronic transitions, frontier molecular orbital energies (FMOs) such as HOMO and LUMO were also calculated by time-dependent DFT (TD-DFT) approach. Theoretically calculated spectroscopic data were found to be quite compatible with those obtained experimentally.

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  1. Süleyman Demirel University, Faculty of Arts and Science, Department of Chemistry, East Campus, 32260, Isparta, Turkey

    Bülent Dede, Ömer Aysan & Fuat Yildirim

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  1. Bülent Dede
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  2. Ömer Aysan
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  3. Fuat Yildirim
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Correspondence to Bülent Dede.

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Dede, B., Aysan, Ö. & Yildirim, F. Synthesis, Spectroscopic Properties, and DFT Calculations of Novel Naphthoquinone Based Diimine Molecule. Russ. J. Phys. Chem. 95 (Suppl 1), S99–S108 (2021). https://doi.org/10.1134/S0036024421140053

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  • DOI: https://doi.org/10.1134/S0036024421140053

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