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Asymmetric nitrogen Communication 47. Geminal systems communication 31. amide rotation and nitrogen inversion in substituted N-alkoxyureas

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

Conclusions

  1. 1.

    Barriers to amide rotation in substituted N-alkoxyureas Me2NCON(OR)X (where X is H, Cl, OR, or

    have been determined; they increase in the sequence tetraalkylurea < N-alkoxy < N-chloro-N-alkoxy- and N,N-dialkoxyureas.

  2. 2.

    Restricted processes in N-chloro-N-alkoxyureas correspond to rotation around N-CO and N-O bonds, and in N,N-dialkoxyureas to rotation around the N-CO bond and either rotation around the N-O bond or inversion of the N atom.

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Authors and Affiliations

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

    I. I. Chervin, V. S. Nosova, V. F. Rudchenko, V. I. Shevchenko & R. G. Kostyanovskii

Authors
  1. I. I. Chervin
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  2. V. S. Nosova
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  3. V. F. Rudchenko
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  4. V. I. Shevchenko
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  5. R. G. Kostyanovskii
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 5, pp. 1148–1152, May, 1986.

For Communication 44, see [1].

For Communication 29, see [2].

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Chervin, I.I., Nosova, V.S., Rudchenko, V.F. et al. Asymmetric nitrogen Communication 47. Geminal systems communication 31. amide rotation and nitrogen inversion in substituted N-alkoxyureas. Russ Chem Bull 35, 1041–1044 (1986). https://doi.org/10.1007/BF00955377

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  • DOI: https://doi.org/10.1007/BF00955377

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