SPATIAL STRUCTURE OF ISOMERS OF 3,7-DIALKOXYALKYL-3,7-DIAZA-BICYCLO[3.3.1]NONAN-9-OLS

Authors

  • С. Г. Клепикова A. B. Bekturov Institute of Chemical Sciences, Ministry of Education and Science, Republic of Kazakhstan, Almaty 480100
  • В. А. Соломин A. B. Bekturov Institute of Chemical Sciences, Ministry of Education and Science, Republic of Kazakhstan, Almaty 480100
  • Т. К. Искакова A. B. Bekturov Institute of Chemical Sciences, Ministry of Education and Science, Republic of Kazakhstan, Almaty 480100
  • В. К. Ю A. B. Bekturov Institute of Chemical Sciences, Ministry of Education and Science, Republic of Kazakhstan, Almaty 480100
  • К. Д. Пралиев A. B. Bekturov Institute of Chemical Sciences, Ministry of Education and Science, Republic of Kazakhstan, Almaty 480100
  • Н. А. Жуманова A. B. Bekturov Institute of Chemical Sciences, Ministry of Education and Science, Republic of Kazakhstan, Almaty 480100
  • К. Д. Берлин Chemical Faculty, Oklahoma State University, Stillwater, 74078

Keywords:

3,7-dialkoxyalkyl-3,7-diazabicyclo[3.3.1]nonan-9-ol, chair-boat, conformation, 1 H and 13 C NMR spectroscopy, structure

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.

How to Cite
Klepikova, S. G.; Solomin, V. A.; Iskakova, T. K.; Yu, V. K.; Praliev, K. D.; Zhumanova, N. A.; Berlin, K. D. Chem. Heterocycl. Compd. 2003, 39, 504. [Khim. Geterotsikl. Soedin. 2003, 586.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1024721615238

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Published

2003-04-25

Issue

No. 4 (2003)

Section

Original Papers