Skip to main content
Log in

Invertomers at nitrogen in aziridine carboxylates by mltltinuclear (1H,13C,17O, and15N) NMR study

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A confrgurational and conformational study of NH, N-acetyl- and N-sulfonylaziridine carboxylates is performed by1H ,13C,17O, and15N NMR spectroscopy. The presence of acetyl and su fonyl groups on the ring nitrogen atom seems to reduce greatly the configurational stability at nitrogen.

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. A. Rauk, L. C. Allen, and K. Mislow, Angew. Chem. Int. Ed.,9, 400 (1970).

    Google Scholar 

  2. I. I. Chervin, A. A. Fomichev, A. S. Moskalenko, N. L. Zaichenko, A. E. Aliev, A. V. Prosyanik, V. N. Voznesenskii, and R. G. Kostyanovsky, Izv. Akad. Nauk. SSSR, Ser. Khim.,5, 1110 (1988).

    Google Scholar 

  3. V. M. S. Gil and W. von Philipsborn, Magn. Reson. Chem.,27, 409 (1989).

    Google Scholar 

  4. J. Sandström, Dynamic NMR Spectroscopy, Academic Press Inc., London (1982).

    Google Scholar 

  5. A. V. Prosyanik, S. V. Bondarenko, S. V. Loban', and V. I. Markov, Khim. Geter. Soed.,3, 346 (1985).

    Google Scholar 

  6. E. Breitmeier and W. Welter, Carbon-13 NMR Spectroscopy, 3rd ed., VCH, Weinheim (1987).

    Google Scholar 

  7. D. A. Klier and G. Binsch, DNMR3: A Computer Program for the Calculation of Complex Exchange-Broadened NMR Spectra. Modified version for spin system exhibiting magnetic equivalence or symmetry; Program 165; Quantum Chemistry Program Exchange, Indiana University, USA (1970).

    Google Scholar 

  8. D. W. Boykin,17O NMR Spectroscopy in Organic Chemistry, CRC Press, Inc., Boca Raton, FL (1991).

    Google Scholar 

  9. A. Forni, I. Moretti, A. Pirondi,F. Prati, and L. Schenetti, J. Chem. Soc. Perkin Trans. II, 1969 (1994).

    Google Scholar 

  10. G. R. Boggs and J. T. Gerig, J. Org. Chem.,34, 1484 (1969).

    Google Scholar 

  11. G. V. Shustov, G. K. Kadorkina, S. V. Varlamov, A. V. Kachanov, R. G. Kostyanovsky and A. Rauk, J. Am. Chem. Soc.,114, 1616 (1992).

    Google Scholar 

  12. W. B. Jennings, S. P. Watson, and D. R. Boyd, J. Chem. Soc., Chem. Commun., 1078 (1992).

  13. A. Forni, I. Moretti, and F. Prati, unpublished results.

  14. W. B. Jennings, S. P. Watson, and M. S. Tolley, J. Am. Chem. Soc.,109, 8099 (1987).

    Google Scholar 

  15. M. Bucciarelli, A. Forni, I. Moretti, F. Prati, and G. Torre, J. Chem. Soc., Perkin Trans., I, 3041 (1993); L. Antolini, A. Forni, 1. Moretti, L. Schenetti and F. Prati, J. Chem. Soc., Perkin Trans. II, 1541 (1992).

    Google Scholar 

  16. A. Bax and S. Subramanian, J. Magn. Reson.,67, 565 (1983).

    Google Scholar 

  17. C. Glenmarc, G. Remaudand, and J. Chattopadhyaya, Magn. Reson. Chem.,26, 307 (1988).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1226–1234, September, 1995.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Forni, A., Moretti, I., Mucci, A. et al. Invertomers at nitrogen in aziridine carboxylates by mltltinuclear (1H,13C,17O, and15N) NMR study. Chem Heterocycl Compd 31, 1071–1078 (1995). https://doi.org/10.1007/BF01165053

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF01165053

Key words

Navigation