Spectroscopic and DFT/TDDFT insights of the novel phosphonate imine compounds

摘要: Abstract Recently, phosphonate compounds have got immense attention of the scientific community due to their structural properties. These are inserted in a number chemical moieties and associated with important pharmacological activities. Herein, we reported synthesis imino compounds: (E)-diethyl (3-nitrobenzylideneamino)(phenyl)methylphosphonate (DNBMP), (4-hydroxybenzylideneamino) (phenyl) methyl phosphonate) (DHBMP), (4-nitrobenzylideneamino)(phenyl)methylphosphonate (DNPMP) high yields form condensation reaction diethyl (α-aminobenzyl)phosphonate hydrochloride corresponding substituted benzaldehyde. The synthesized were analyzed by various spectroscopic techniques such as NMR, MS, UV–Vis, IR spectroscopy. Moreover, computational studies also performed experimental theoretical investigation results compared. geometries optimized B3LYP/6-311+G (d,p) absence imaginary frequency confirmed stability DNBMP, DHBMP DNPMP. FT-IR, natural bond orbital (NBO) analysis, frontier molecular orbitals (FMOs) nonlinear (NLO) properties DHBMP, DNPMP former level theory. In addition, UV–Vis spectra obtained Time Dependent Density Functional Theory (TD-DFT) approach Polarizable Continuum Model (PCM) using different solvents. A comparative FT-IR UV–Visible revealed that there is good agreement between DFT findings. NBO analysis was employed calculate atomic charges well bonding interactions interesting molecules. findings non-bonding might be one most reasons for energy value HOMO/LUMO found be −6.977/-3.033 eV ΔE 3.944 eV (DNBMP), −6.300/-1.274 eV 5.026 eV (DHBMP) and −6.993/-3.124 eV band gap (ΔE) 3.869 eV global reactivity parameters (GRP) HOMO-LUMO energies. It observed greater NLO responses than standard