Abstract: New phosphoramidates with the general formulae Me2NP(O)Cl(p-NHC6H4-R) (A) and Me2NP(O)(p-NHC6H4-R)2 (B), where R = H, CH3 and NO2, F, Cl, Br, I, were synthesized and characterized by 1H, 13C, 31P NMR and IR spectroscopy and elemental analysis. The electronic effects of donor, acceptor and neutral groups on nJPX coupling constants (n = 2, 3; X = H, C) and phosphorus chemical shifts are discussed. NMR data show that only the 4-nitroaniline substituent resulted in the disappearance of all coupling (nJPX = 0.0 Hz). Two nearly linear correlations were obtained between para-substituent constants (σp) and phosphorus chemical shifts for the two series A and B.
Keywords: Phosphoramidates, NMR, Phosphorus chemical shifts, para-Substituent constants