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

Publication date: Available online 5 February 2020Source: Journal of Molecular StructureAuthor(s): Akbar Ali, Muhammad Khalid, Kelly P. Marrugo, Ghulam Mustafa Kamal, Muhammad Saleem, Muhammad Usman Khan, Odette Concepción, Alexander F. de la TorreAbstractRecently, phosphonate compounds have got immense attention of the scientific community due to their structural properties. These are inserted in a number of chemical moieties and are associated with important pharmacological activities. Herein, we reported synthesis of the imino phosphonate compounds: (E)-diethyl (3-nitrobenzylideneamino)(phenyl)methylphosphonate (DNBMP), (E)-diethyl (4-hydroxybenzylideneamino) (phenyl) methyl phosphonate) (DHBMP), and (E)-diethyl (4-nitrobenzylideneamino)(phenyl)methylphosphonate (DNPMP) with high yields form the condensation reaction of diethyl (α-aminobenzyl)phosphonate hydrochloride and the corresponding substituted benzaldehyde. The synthesized compounds were analyzed by various spectroscopic techniques such as NMR, MS, UV–Vis, and IR spectroscopy. Moreover, the computational studies were also performed and the experimental and theoretical investigation results were compared. The geometries of the compounds were optimized with B3LYP/6-311+G (d,p) and absence of imaginary frequency confirmed the stability of DNBMP, DHBMP and DNPMP. The FT-IR, natural bond orbital (NBO) analysis, frontier molecular orbitals (FMOs) and nonlinear (NLO) properties of DNBMP, DHBMP, and DNPMP were performe...
Source: Journal of Molecular Structure - Category: Molecular Biology Source Type: research