S. Failla et al., DIMETHYL ESTERS OF 1-AMINO-2-ARYLMETHYL CYCLOHEXYL PHOSPHONIC-ACIDS -SYNTHESIS AND NMR CHARACTERIZATION, Phosphorus, sulfur and silicon and the related elements, 101(1-4), 1995, pp. 261-266
Dimethyl esters of amino-arylmethyl phosphonic acids containing a cycl
ohexyl moiety have been prepared in good yields. All compounds are whi
te crystalline powders very soluble in low boiling point organic solve
nts. Characterization by H-1-NMR techniques indicates that ortho subst
ituents shift downfield the CH resonance, whereas ortho-carboxy groups
, through hydrogen bonding with the NH group, yield a cyclic structure
responsible of the dramatic downfield shift of the NH resonance.