W. Bocian et al., A MULTINUCLEAR MAGNETIC-RESONANCE STUDY OF SOME MESOIONIC OXATRIAZOLES CONTAINING NITROGENOUS EXOCYCLIC GROUPS, Himia geterocikliceskih soedinenij, (9), 1995, pp. 1260-1263
H-1, C-13, N-14 and N-15 NMR measurements are reported for four mesoio
nic 1-oxa-2,3,4-triazoles containing exocyclic nitrogenous groups. The
NMR signal assignments are discussed and compared with those previous
ly published for some corresponding oxatriazoles. The results obtained
support the proposed cyclic mesoionic structures for the compounds st
udied. The questions of possible charge delocalisation and valence tau
tomerism are discussed. Compound with N-H as an exocyclic group (Fig.
1) is found to be relatively unstable, this is attributed to proton mi
gration in the corresponding noncyclic form of this molecule.