Spectroscopic and DFT investigations on dialkyl or diphenyl (1,1-dichloro-2-isocyanato-2-oxoethyl) phosphonate derivatives with the potential of biological and pharmaceutical activities

A two-component reaction between trialkyl phosphite derivatives or triphenyl phosphite and trichloroacetyl isocyanate occurs at room temperature and dialkyl or diphenyl (1,1-dichloro-2-isocyanato-2-oxoethyl) phosphonate derivatives produce in high yields. The reaction proceeds smoothly and cleanly under mild conditions. This approach is an efficient method because the products have a wide range of biological and pharmaceutical activities including antibacterial, antiinflammatory, antitumor, exhibit enzyme inhibitory, antiviral, antibiotic, antifungal, several applications in the agricultural industry, as well as effective ligands and extractants, and herbicidal activities. The structures of the products were deduced from their 1H-NMR, 13C-NMR, 31P-NMR and IR spectra, and elemental analysis. The synthesized molecules were optimized the B3LYP/6-311++G(d,p) level of theory and IR and NMR parameters were compared with experimental values. Also, the structural parameters and electronic properties of these molecules were calculated. The calculated spectroscopic parameters (IR and NMR) at the B3LYP/6-311++G(d,p) level of theory show good compatible with experimental values.