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Conformation of sterically hindered 4-nitropiperidines

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

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Conclusions

Analysis of the near-UV spectra of 2,2,6,6-tetramethyl-4-nitropiperidine and its 4-halo and 4-nitro derivatives and some of their hydrohalides justifies the presumption that the free amines are in the boat conformation, stabilized by an intramolecular electrostatic bond between the free electron pair of the 1-nitrogen and the nitro nitrogen.

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 4, pp. 824–828, April, 1983.

The author thanks G. V. Shustov for valuable comments.

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Myshkina, L.A. Conformation of sterically hindered 4-nitropiperidines. Russ Chem Bull 32, 752–755 (1983). https://doi.org/10.1007/BF00953469

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  • DOI: https://doi.org/10.1007/BF00953469

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