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Russian Chemical Bulletin

, Volume 52, Issue 1, pp 78–84 | Cite as

Electron-donating ability of triarylphosphines and related compounds studied by 31P NMR spectroscopy

  • M. N. Chevykalova
  • L. F. Manzhukova
  • N. V. Artemova
  • Yu. N. Luzikov
  • I. E. Nifant"ev
  • E. E. Nifant"ev
Article

Abstract

The influence of aryl, heterocyclic, amide, alkyl, alkoxyl, thioalkoxyl, and ferrocenyl substituents at the phosphorus atom on its electron-donating ability was studied by the measurement of direct 31P—77Se spin-spin coupling constants for the corresponding selenides. Series of diphenylorganylphosphines and their selenides were studied.

phosphineselenides 31P—77Se spin-spin coupling constants heteroarylphosphines 

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References

  1. 1.
    C. A. Tolman, J. Am. Chem. Soc., 1970, 92, 2956.Google Scholar
  2. 2.
    C. A. Tolman, Chem. Rev., 1977, 77, 313.Google Scholar
  3. 3.
    P. W. N. M. van Leeuwen, P. C. J. Kamer, J. N. H. Reek, and P. Dierkes, Chem. Rev., 2000, 100, 2741.Google Scholar
  4. 4.
    W. Strohmeier and F. J. Müller, Chem. Ber., 1974, 96, 53.Google Scholar
  5. 5.
    C. A. Tolman, J. Am. Chem. Soc., 1970, 92, 2953.Google Scholar
  6. 6.
    D. W. Allen and B. F. Taylor, J. Chem. Soc., Dalton Trans., 1982, 51.Google Scholar
  7. 7.
    C. J. Cobley and P. G. Pringle, Inorg. Chim. Acta, 1997, 265, 107.Google Scholar
  8. 8. (a)
    L. Bemi, H. C. Clark, J. A. Davies, C. A. Fyfe, and R. E. Wasylishen, J. Am. Chem. Soc., 1982, 104, 438. (b) G. M. Kosolapoff and L. Maier, Organic Phosphorus Compound, Wiley-Interscience, New York, 1972, 1, 106.Google Scholar
  9. 9.
    N. G. Andersen and B. A. Keay, Chem. Rev., 2001, 101, 997.Google Scholar
  10. 10.
    A. Weissberger, Organic Solvents. Physical Properties and Methods of Purification, Interscience Publishers, New York, 1955, 475 pp.Google Scholar
  11. 11.
    R. M. Kellogg, A. P. Schaap, E. T. Harper, and H. Wynberg, J. Org. Chem., 1968, 33, 2907.Google Scholar
  12. 12.
    Ya. L. Gol´dfarb, Yu. B. Vol´kenshtein, and B. V. Lopatin, Zh. Obshch. Khim., 1964, 34, 969 [J. Gen. Ghem. USSR, 1964, 34 (Engl. Transl.)].Google Scholar
  13. 13.
    A. S. Alvarez-Insua, S. Conde, and C. Corral, J. Heterocycl. Chem., 1982, 19, 713.Google Scholar
  14. 14.
    L. A. Yanovskaya and S. S. Yufit, Organicheskii sintez v dvukhfaznykh sistemakh [Organic Synthesis in Two-phase Systems], Khimiya, Moscow, 1982, p. 86 (in Russian).Google Scholar
  15. 15.
    A. F. Pozharskii, B. K. Martsokha, and A. M. Simonov, Zh. Obshch. Khim., 1963, 33, 1005 [J. Gen. Chem. USSR, 1963, 33 (Engl. Transl.)].Google Scholar
  16. 16.
    W. E. McEwen, J. E. Fountaine, D. N. Schulz, and W.-I. Shiau, J. Org. Chem., 1976, 41, 1684.Google Scholar
  17. 17.
    H. Schindlbauer, Chem. Ber., 1967, 100, 3432.Google Scholar
  18. 18.
    S. O. Grim, W. McFarlane, and E. F. Davidoff, J. Org. Chem., 1967, 32, 781.Google Scholar
  19. 19.
    K. Issleib and H. Völker, Chem. Ber., 1961, 94, 392.Google Scholar
  20. 20.
    K. A. Petrov, E. E. Nifant´ev, T. N. Lysenko, and V. P. Evdakov, Zh. Obshch. Khim., 1961, 31, 2377 [J. Gen. Chem. USSR, 1961, 31 (Engl. Transl.)].Google Scholar
  21. 21.
    G. P. Sollott, H. F. Mertwoy, S. Portnoy, and J. L. Snead, J. Org. Chem., 1963, 28, 1090.Google Scholar
  22. 22.
    J. J. Bishop, A. Davison, M. L. Katcher, D. W. Lichtenberg, R. E. Merrill, and J. C. Smart, J. Organomet. Chem., 1971, 27, 241.Google Scholar

Copyright information

© Plenum Publishing Corporation 2003

Authors and Affiliations

  • M. N. Chevykalova
    • 1
    • 2
  • L. F. Manzhukova
    • 3
  • N. V. Artemova
    • 2
  • Yu. N. Luzikov
    • 1
  • I. E. Nifant"ev
    • 1
  • E. E. Nifant"ev
    • 2
  1. 1.Department of ChemistryM. V. Lomonosov Moscow State University, Leninskie GoryMoscowRussian Federation
  2. 2.Department of ChemistryV. I. Lenin Moscow Pedagogical State UniversityMoscowRussian Federation
  3. 3.Department of ChemistryChelyabinsk State Pedagogical UniversityChelyabinsk, o69Russian Federation

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