Advertisement

Russian Journal of Applied Chemistry

, Volume 84, Issue 3, pp 437–442 | Cite as

An experimental study of 19F-19F and 13C-19F spin-spin coupling in molecules of difluoro(fluorosulfonyl)- and difluoro(fluorosulfonyloxy)acetyl fluorides

  • G. A. Emel’yanov
  • V. I. Polyanskii
  • D. M. Kostycheva
  • L. V. Osetrova
  • V. M. Rodin
  • E. E. Shchadilova
Organic Synthesis and Industrial Organic Chemistry

Abstract

High-resolution 19F and 13C NMR spectra of difluoro(fluorosulfonyl)- and difluoro(fluorosulfonyloxy) acetyl fluorides were studied, and specific features of complex spin-spin coupling of fluorine and carbon nuclei were characterized. The mechanisms of 19F and 13C coupling were interpreted.

Keywords

Fluorine Fluorine Atom Lone Electron Pair Spin Coupling Difluoro 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    Harris, R.K. and Woodman, C.M., J. Mol. Spectrosc., 1968, vol. 26, pp. 432–433.CrossRefGoogle Scholar
  2. 2.
    Rae, D., Weigold, J.A., Contreras, R.H., and Biekofsky, R.R., Magn. Reson. Chem., 1993, vol. 31, pp. 836–840.CrossRefGoogle Scholar
  3. 3.
    Mallory, C.W. and Baker, M.B., J. Am. Chem. Soc., 1990, vol. 112, pp. 2577–2581.CrossRefGoogle Scholar
  4. 4.
    Brey, W.S., J. Fluorine Chem., 2005, vol. 126, pp. 389–399.CrossRefGoogle Scholar
  5. 5.
    Adcock, W., Matthews, D.G., and Risvi, S.Q.A., Aust. J. Chem., 1971, vol. 24, pp. 1829–1838.CrossRefGoogle Scholar
  6. 6.
    Adcock. W. and Risvi, S.Q.A., Aust. J. Chem., 1973, vol. 26, pp. 2659–2663.CrossRefGoogle Scholar
  7. 7.
    Adcock, W., Bullpitt, M., and Kitching, W., J. Org. Chem., 1977, vol. 42, pp. 2411–2418.CrossRefGoogle Scholar
  8. 8.
    Contreras, R.H., Rae, I.D., Staffa, A., et al., Aust. J. Chem., 1987, vol. 40, pp. 1923–1940.CrossRefGoogle Scholar
  9. 9.
    Contreras, R.H., Keavy, D.J., Olson, E.R., et al., Magn. Res. Chem., 1991, vol. 29, pp. 422–432.CrossRefGoogle Scholar
  10. 10.
    Kimber, B.J., Feeney, J., Roberts, G.C.K., et al., Nature, 1978, vol. 271, pp. 184–185.CrossRefGoogle Scholar
  11. 11.
    Ng, S. and Sederholm, C.H., J. Chem. Phys., 1964, vol. 40, no. 8, pp. 2090–2094.CrossRefGoogle Scholar
  12. 12.
    Brey, W.S., J. Fluorine Chem., 2005, vol. 126, pp. 389–399.CrossRefGoogle Scholar
  13. 13.
    Kvíčala, J., Hrabal, R., Czernek, J., et al., J. Fluorine Chem., 2002, vol. 113, pp. 211–218.CrossRefGoogle Scholar
  14. 14.
    Jaime-Figueroa, S., Kurz, L.J., Liu, Y., and Cruz, R., Spectrochim. Acta, Part A, 2000, vol. 56, pp. 1167–1178.CrossRefGoogle Scholar
  15. 15.
    Zhang, C.-P., Wang, Z.-L., Chen, Q.-Y., et al., J. Fluorine Chem., 2010, vol. 131, no. 3, pp. 433–438.CrossRefGoogle Scholar
  16. 16.
    US Patent 4466881.Google Scholar
  17. 17.
    Petrakis, L. and Sederholm, C.H., J. Chem. Phys., 1961, vol. 35, pp. 1243–1248.CrossRefGoogle Scholar
  18. 18.
    Lindon, J.C., Tranter, G.E., and Holmes, J.L., Encyclopedia of Spectroscopy and Spectrometry, Elsevier, 2000.Google Scholar
  19. 19.
    Liu, P., Goddard, J.D., Arsenault, G., et al., Chemosphere, 2007, vol. 69, no. 8, pp. 1213–1220.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2011

Authors and Affiliations

  • G. A. Emel’yanov
    • 1
  • V. I. Polyanskii
    • 1
  • D. M. Kostycheva
    • 1
  • L. V. Osetrova
    • 1
  • V. M. Rodin
    • 1
  • E. E. Shchadilova
    • 1
  1. 1.Lebedev Research Institute of Synthetic RubberSt. PetersburgRussia

Personalised recommendations