Skip to main content
Log in

1H NMR spectroscopic study of the interaction between cyclodextrins and bicyclo[3.3.1]nonanes

  • Published:
Journal of inclusion phenomena and molecular recognition in chemistry Aims and scope Submit manuscript

Abstract

The formation and structure of inclusion complexes of 2,6- and 2,9-substituted bicyclo[3.3.1]nonanes withα- andβ-cyclodextrin (CD) has been investigated by high-resolution1H NMR spectroscopy.α- andβ-CD were found to form 1:1 inclusion complexes and the binding constants were estimated from titration studies. 2D ROESY experiments provided insight into the structure of the complexes.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. J.M. Lehn:Angew. Chem. 100, 91 (1988); G. Wenz:Angew. Chem. Int. Ed. Engl. 33, 803 (1994).

    Google Scholar 

  2. B. Perly, F. Djedani, and P. Berthault:New Trends in Cyclodextrins and Derivatives; Editions de Sante, Paris, 1991.

    Google Scholar 

  3. M.E. Shortreed, S. Wylie, and D.H. Macartney: Inorg Chem. 32, 1824 (1993), and ref. 18–20 cited therein.

  4. R. Bishop and I.G. Dance:Top. Curr. Chem. 149, 137 (1988).

    Google Scholar 

  5. E. Butkus, J. Malinauskiene, and P. Kadziauskas:Z Chem. 20, 103 (1980).

    Google Scholar 

  6. U. Berg, E. Butkus, and A. Stoncius:J. Chem. Soc. Perkin Trans. 2, 97 (1995).

    Google Scholar 

  7. A. Bax and D.G. Davis:J. Magn. Reson. 63, 207 (1985).

    Google Scholar 

  8. D. Marion and K. Wüthrich:Biochem. Biophys. Res. Commun. 113, 967 (1983).

    Google Scholar 

  9. (a) H.A. Benesi and J.H. Hildebrand:J. Am. Chem. Soc. 71, 2703 (1949); (b) O. Bekkers, J.J. Kettenes-van den Bosch, S.P. van Helden, D. Seijkens, J.H. Beijnen, A. Bult, and W.J.M. Underberg:J. Incl. Phenom. 11, 185 (1991).

    Google Scholar 

  10. S. Andini, G. Castrunovo, V. Elia, and E. Gallota:Carbohydr. Res. 217, 87 (1991).

    Google Scholar 

  11. J. Feeney, J.G. Batchelor, J.P. Albrand, and G.C.K. Roberts:J. Magn. Reson. 33, 519 (1979).

    Google Scholar 

  12. D. Neuhaus, and M. Williamson, in:The Nuclear Overhauser Effect in structural and conformational analysis, VCH Publishers, Inc., New York, 1989.

    Google Scholar 

  13. C. Jaime, J. Redondo, F. Sanchez-Ferrando, and A. Virgili:J. Org. Chem. 55, 4772 (1990).

    Google Scholar 

  14. U. Berg, M. fGustavsson, and N. Åström:J. Am. Chem. Soc. 117, 2114 (1995).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Butkus, E., Martins, J.C. & Berg, U. 1H NMR spectroscopic study of the interaction between cyclodextrins and bicyclo[3.3.1]nonanes. J Incl Phenom Macrocycl Chem 26, 209–218 (1996). https://doi.org/10.1007/BF01053539

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01053539

Key words

Navigation