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Asymmetric induction of magnetic nonequivalence of the protons of the aziridine ring

  • Organic Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The PMR spectra of 1-(α-phenylethyl)aziridine under conditions of slow nitrogen inversion show vicinal nonequivalence of the ring protons, which is greater for the protons trans to the N substituent.

  2. 2.

    The PMR spectra of dimethyl,β-(2,2-dimethylaziridLn-1-yl)succinate under the conditions of rapid nitrogen inversion show magnetic nonequivalence of the ring protons and methyl groups.

  3. 3.

    Acylation of methylphenylcyclopropylmethanol with bis(trifluoromethyl)ketene results in anionotropic rearrangement involving ring opening.

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Authors and Affiliations

  1. Institute of Chemical Physics, Academy of Sciences of the USSR, Moscow

    R. G. Kostyanovskii, G. K. Kadorkina & M. D. Isobaev

Authors
  1. R. G. Kostyanovskii
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  2. G. K. Kadorkina
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  3. M. D. Isobaev
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 132–136, January, 1977.

We thank A. D. Aliev and E. P. Tyurina for making available 1-(α-phenylethyl)aziridine.

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Kostyanovskii, R.G., Kadorkina, G.K. & Isobaev, M.D. Asymmetric induction of magnetic nonequivalence of the protons of the aziridine ring. Russ Chem Bull 26, 113–116 (1977). https://doi.org/10.1007/BF00921505

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  • DOI: https://doi.org/10.1007/BF00921505

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