BASICITY AND CONFORMATIONAL ANALYSIS OF CARBAMOYLMETHYLPHOSPHORYL COMPOUNDS

Article abstract of DOI:10.1007/BF00961352

The basicity in nitromethane of carbamoylmethylphosphoryl compounds (CMP), RR'P(O)CHR'''C(O)NR2'', containing different substituents at the phosphorus or nitrogen atoms and in the methylene bridge and binary reactants (CMP)2X, where X = (CH2)5 or p-CH2C6H4CH2, was investigated.The values of pK_a are linearly correlated with Σ?P, the constant of the substituents at the phosphorus atom.Conformational analysis of CMP and tetraphenylmethylenediphosphine dioxides substituted in the methylene bridge showed that the bulky substituents reduce the population of complexing conformations.