Abstract
It is shown that in the ground state of the 1-ethylideneaminoaziridine molecule there is virtually no conjugation of its unshared pair of electrons with the π electrons of the N=C bond in the case of a pyramidal structure of the inversion center. A potential surface map was constructed for the conformational transitions due to the possibility of inversion of the nitrogen atom of the heteroring and rotation about the N-N bond. The equivalence of the vicinal protons of the heteroring that is observed in the PMR spectra of the hydrazone derivatives of 1-aminoaziridine is explained.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 480–482, April, 1978.
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Eremeev, A.V., Shoken, M.A. Inversion of the nitrogen atom in the aziridine ring. Calculation of 1-ethylideneaminoaziridine by the CNDO/2 method. Chem Heterocycl Compd 14, 391–393 (1978). https://doi.org/10.1007/BF00472150
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DOI: https://doi.org/10.1007/BF00472150