Synthesis, Characterization, Crystal Structure and Density Functional Investigation of Dialkyl(phenyl((4-(phenyl diazenyl)phenyl) amino)methyl) Phosphonate

The reaction of 4-phenylazo-phenylamine and benzaldehydes with dimethyl phosphite resulted in three new α-azoaminophosphonates in excellent yields. Molecular identification of synthesized compounds were probed using NMR, FT-IR, and elemental analysis techniques. The single crystal X-ray diffraction studies were used to determine the molecular structure of dimethyl [(4-methoxyphenyl ((4-phenyl diazenyl) phenyl) amino) methyl] phosphonate. The synthesized molecule was crystallized in the monoclinic space group P21/c with a=11.213(2), b=19.205(4), c=11.429(2) Å, β = 116.95(3), V= 2193.8(8) Å3. Density functional theory calculation with B3LYP/6-311++G (2d, 2p) basis set has been used to determine geometry parameters and harmonic vibrational frequencies. The optimized geometrical parameters calculated by density functional theory show satisfactory agreement with experimental values.