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Spatial Structure of Isomers of 3,7-Dialkoxyalkyl-3,7-diazabicyclo[3.3.1]nonan-9-ols

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Abstract

The spatial structure of 3,7-dialkoxyalkyl-3,7-diazabicyclo[3.3.1]nonan-9-ols has been investigated with the aid of 1H and 13C NMR spectroscopy. It was shown that the secondary alcohols studied exist in solution predominantly in a chair-boat conformation which proved to be energetically more favorable than a chair-chair conformation due to the formation of an intramolecular hydrogen bond (IMHB) between the unshared pair of electrons on the nitrogen atom and the hydrogen atom of the hydroxyl group.

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Authors and Affiliations

  1. Kazakh Ministry of Education and Science, Republik of Kazakhstan, A. B. Bekturov Institute of Chemical Sciences, Almaty, 480100

    S. G. Klepikova, V. A. Solomin, T. K. Iskakova, V. K. Yu, K. D. Praliev & N. A. Zhumanova

  2. Chemical Faculty, Oklahoma State University, Stillwater, 74078, USA

    K. D. Berlin

Authors
  1. S. G. Klepikova
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  2. V. A. Solomin
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  3. T. K. Iskakova
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  4. V. K. Yu
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  5. K. D. Praliev
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  6. N. A. Zhumanova
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  7. K. D. Berlin
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Klepikova, S.G., Solomin, V.A., Iskakova, T.K. et al. Spatial Structure of Isomers of 3,7-Dialkoxyalkyl-3,7-diazabicyclo[3.3.1]nonan-9-ols. Chemistry of Heterocyclic Compounds 39, 504–510 (2003). https://doi.org/10.1023/A:1024721615238

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