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


DEDE B. , Aysan O., Yildirim F.

RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A, vol.95, 2021 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 95
  • Publication Date: 2021
  • Doi Number: 10.1134/s0036024421140053
  • Title of Journal : RUSSIAN JOURNAL OF PHYSICAL CHEMISTRY A

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 H-1 and C-13 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. H-1- and C-13-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.