Abstract
Features of the structures of N-methoxyaziridines have been considered on the basis of the results of x-ray structural analysis, 13C NMR spectroscopy, qualitative MO theory, and the “secondary orbital rehybridization” method. The causes of the configurational and chemical stability of the N-methoxyaziridines, the orientation of the unshared electron pairs of the N and O atoms relative to the O-N bond and the O-C bond of the methoxy group, the structural and conformational manifestation of the interaction of a π-acceptor with the aziridine ring, the laws of the change in the exocyclic valence angles at the carbon atoms of the aziridine ring, and the close values of the SSCCs of the carbonyl carbon atoms with the protons of the ring are discussed.
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Communication 33 of the series “Asymmetric Nitrogen.” For communication 32, see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1. pp. 48–55, January, 1984.
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Zolotoi, A.B., D'yachenko, O.A., Atovmyan, L.O. et al. Stereochemical and structural features of N-methoxyaziridines. structures of cis- and trans-amides of the monoethyl ester of 1-methoxyaziridine-2,2-dicarboxylic acid. Chem Heterocycl Compd 20, 40–46 (1984). https://doi.org/10.1007/BF00505847
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DOI: https://doi.org/10.1007/BF00505847