Synthesis, identification and computational studies of novel Schiff bases N-(2,6-dibenzylidenecyclohexylidene)-N′-(2,4-dinitrophenyl)hydrazine derivatives

Abstract

Novel Schiff base of N-(2,6-dibenzylidenecyclohexylidene)-N′-(2,4-dinitrophenyl)hydrazine derivatives were synthesized by the condensation of 2,4-dinitrophenylhydrazine with substituted 2,6-dibenzylidenecyclohexanone. The synthesized compounds were characterized by UV-Visible, Fourier transform infrared, nuclear magnetic resonance and elemental analysis studies. Density functional theory was performed to predict structural geometries of compounds. The structures were optimized using B3LYP/6-311G+(2d,p) basis sets. The energies of HOMO and LUMO were found −6.23109 eV and −3.21595 eV for 4a, −5.77287 eV and −2.95528 eV for 4b, −5.28554 eV and −2.76835 eV for 4c respectively. These results revealed the possibility of intramolecular charge transfer during excitation of the molecules. Other quantum chemical parameters of compound were also calculated.