Molecular, Electronic, Nonlinear Optical and Spectroscopic Analysis of Heterocyclic 3-Substituted-4-(3-methyl-2-thienylmethyleneamino)-4,5-dihydro-1<i>H</i>-1,2,4-triazol-5-ones: Experiment and DFT Calculations

Abstract In the present study, 3- p -methoxybenzyl/ m -chlorobenzyl/phenyl-4-(3-methyl-2-thienylmethyleneamino)-4,5-dihydro-1 H -1,2,4-triazol-5-ones were obtained from reaction between 3-methylthiophene-2-carbaldehyde and three different 4-amino-(3- -chlorobenzyl/phenyl)-4,5-dihydro-1 -1,2,4-triazole-5-ones. order to compare experimental theoretical values, geometric parameter, electronic, nonlinear optical properties, molecular electrostatic potentials spectroscopic properties of 3-substituted-4-(3-methyl-2-thienylmethyleneamino)-4,5-dihydro-1 have been simulated. The electronic newly synthesized compounds calculated using DFT/B3LYP DFT/B3PW91 methods revealing parameters such as ionization potential, electron affinity, energy gap, electronegativity, hardness, softness, electrophilic index, nucleophilic index chemical all HOMO LUMO energies, dipole moments total energies. UV-visible absorption spectra stimulation contributions in transitions by TD-DFT/B3LYP/6-311G(d,p) TD-DFT/B3PW91/6-311G(d,p) ethanol. wavelengths, oscillator power excitation energies compared with values. line DFT, numbers vibration analyzed through basis set 6-311G(d,p). recording FT-IR frequencies was done for pertinent compound. recorded a result gained closest values B3LYP. Finally, Gaussian09W program package DMSO phase, starting optimized structure, has instrumental calculating 13 C-NMR 1 H-NMR shift GIAO method.