A MULTINUCLEAR MAGNETIC RESONANCE STUDY OF SOME MESOIONIC OXATRIAZOLES CONTAINING NITROGENOUS EXOCYCLIC GROUPS

Authors

  • Wojciech Bocian Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw 42, POB 58
  • Jаrosław Jaźwínski Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw 42, POB 58
  • Lech Stefaniak Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw 42, POB 58
  • Graham A. Webb Institute of Organic Chemistry, Polish Academy of Sciences, 01-224 Warsaw 42, POB 58

Abstract

1Н, 13С, 14N and 15N NMR measurements are reported for four mesoionic 1-oxa-2,3,4-triazoles containing exocyclic nitrogenous groups. The NMR signal assignments are discussed and compared with those previously published for some corresponding oxatriazoles. The results obtained support the proposed cyclic mesoionic structures for the compounds studied. The questions of possible charge delocalisation and valence tautomerism are discussed. Compound with N− H as an exocyclic group (Fig. 1) is found
to be relatively unstable, this is attributed to proton migration in the corresponding noncyclic form of this molecule.

How to Cite
Bocian, W.; Jaźwínski, J.; Stefaniak, L.; Webb, G. A. Chem. Heterocycl. Compd. 1995, 31, 1103. [Khim. Geterotsikl. Soedin. 1995, 1260.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165057

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Published

1995-09-25

Issue

No. 9 (1995)

Section

Original Papers