Skip to main content
Log in

Stereochemical dependence of13C-shift and31P-13C-coupling in 3-substituted bicyclo[2.2.1]hept-5-en-2-yl- and bicyclo[2.2.2]oct-5-en-2-yl-phosphonates

Stereochemische Abhängigkeit von13C-Verschiebungen und31P-13C-Kopplungskonstanten in 3-substituierten Bicyclo[2.2.1]hept-5-en-2-yl- und Bicyclo[2.2.2]oct-5-en-2-yl-phosphonaten

  • Organische Chemie Und Biochemie
  • Published:
Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Abstract

Steric influences operating on13C-shifts and31P-13C-coupling constants have been investigated on phosphonates with a rigid framework.

Zusammenfassung

Der sterische Einfluß auf13C-Verschiebungen und31P-13C Kopplungskonstanten wurde an Phosphonaten mit starrer Struktur untersucht.

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. Mavel G., Annual Reports on NMR-Spectroscopy, Vol.5 B (Mooney E. F., ed.). Academic Press. 1973.

  2. Lequan R. M., Pouet M. J., Simonin M. P., Org. Magn. Reson.7, 392 (1975).

    Google Scholar 

  3. Buchanan G. W., Benezra G., Can. J. Chem.54, 231 (1976).

    Google Scholar 

  4. Quin L. D., Gallacher M. J., Cunkle G. T., Chesnut D. B., J. Amer. Chem. Soc.102, 3136 (1980).

    Google Scholar 

  5. Ernst L., Org. Magn. Reson.9, 35 (1977).

    Google Scholar 

  6. Öhler E., Haslinger E., Zbiral E., Chem. Ber.115, 1028 (1982).

    Google Scholar 

  7. Pretsch E., Clerc Th., Seibl J., Simon W., Tabellen zur Strukturaufklärung organischer Verbindungen, p. C 100. Berlin-Heidelberg-New York: Springer. 1976.

    Google Scholar 

  8. Buchanan G. W., Bowen J. H., Can. J. Chem.55, 604 (1977).

    Google Scholar 

  9. Buchanan G. W., Ross D. A., Stothers J. B., J. Amer. Chem. Soc.88, 4301 (1966).

    Google Scholar 

  10. Buchanan G. W., Stothers J. B., Wood G., Can. J. Chem.51, 3746 (1973).

    Google Scholar 

  11. Durst T.,Buchanan G. W., Tetrahedron Lett.1975, 1683.

  12. Lippmaa E., Pehk T., Belikova, N. A., Bobyleva A. A., Kalinichenko A. N., Ordubadi M. D., Platé A. F., Org. Magn. Reson.8, 74 (1976).

    Google Scholar 

  13. Grutzner J. B., Jautelat M., Dence J. B., Smith R. A., Roberts J. D., J. Amer. Chem. Soc.92, 7107 (1970).

    Google Scholar 

  14. McFarlane W., Proc. R. Soc. London, Ser. A306, 185 (1968).

    Google Scholar 

  15. Joela H., Org. Magn. Reson.9, 338 (1977).

    Google Scholar 

  16. Karplus M., J. Chem. Phys.30, 11 (1959).

    Google Scholar 

  17. Barfield M., Karplus M., J. Amer. Chem. Soc.91, 8305 (1969).

    Google Scholar 

  18. Thiem J., Meyer B., Org. Magn. Reson.11, 50 (1978).

    Google Scholar 

  19. Gordon M. D., Quin L. D., J. Org. Chem.41, 1690 (1976).

    Google Scholar 

  20. Barfield M., Marschall J. L., Canada E. D., J. Amer. Chem. Soc.102, 7 (1980).

    Google Scholar 

  21. James F., Roos M., Comp. Phys. Commun.10, 343 (1975).

    Google Scholar 

  22. Warshel A., Levitt M., (QCFF/PI 1973), J. Amer. Chem. Soc.94, 5613 (1972);Lifson S., Warshel A., J. Chem. Phys.49, 5116 (1968).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Haslinger, E., Öhler, E. & Robien, W. Stereochemical dependence of13C-shift and31P-13C-coupling in 3-substituted bicyclo[2.2.1]hept-5-en-2-yl- and bicyclo[2.2.2]oct-5-en-2-yl-phosphonates. Monatsh Chem 113, 1321–1327 (1982). https://doi.org/10.1007/BF00808747

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00808747

Keywords

Navigation