Structural studies on isolable (E)- and (Z)-NN-disubstituted-amidoximes. Crystal and molecular structure of (E)-morpholino-p-nitrobenzamidoxime

Authors:
  • KDKieran J. Dignam
    Kieran J. Dignam
  • AHAnthony F. Hegarty
    Anthony F. Hegarty
  • MBMichael J. Begley
    Michael J. Begley
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Abstract
Dipole-moment and n.m.r. measurements are used to assign the structure of the NN-disubstituted-amidoximes formed from nitrile oxides and secondary amines under kinetic control; these have the Z-configuration. The thermodynamically more-stable isomers were also isolated and shown to have the E-configuration; this structure was confirmed in one case by X-ray crystallography. The factors which determine amidoxime stability are discussed.