Advertisement

Role of Termination Steps on the Efficiency of Electron Transfer Chain Catalysis

  • C. Amatore
  • A. Jutand
  • J. N. Verpeaux
Part of the NATO ASI Series book series (ASIC, volume 257)

Abstract

The role of activation/termination sequences on the efficiency of electron transfer chain catalysis is discussed and illustrated by two examples related to transition metal catalysis of organic reactions.

Keywords

Oxidative Coupling Nickel Complex Nickel Concentration Termination Step Aromatic Nucleophilic Substitution 
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. (a)
    See e.g.(a) J.K. Kochi, in “Organometallic Mechanism and Catalysis”, Academic Press, New-York, 1978 Google Scholar
  2. (b).
    M. Chanon, Bull. Soc. Chim. Fr.,II, 1982, 197Google Scholar
  3. (c).
    M. Chanon and M.L. Tobe, Angew. Chem. Int. Ed. Engl., 21, 1982 1CrossRefGoogle Scholar
  4. (d).
    J.K. Kochi, J. Organomet. Chem., 300, 1986, 139CrossRefGoogle Scholar
  5. (e).
    J.M. Savéant, Acc. Chem. Res., 13, 1980, 323.CrossRefGoogle Scholar
  6. 2.
    J.F. Bunnett, Acc. Chem. Res., 11, 1978., 413, and refs therein.CrossRefGoogle Scholar
  7. 3.
    N. Kornblum, R.E. Michel, and R.C. Kerber, J. Am. Chem. Soc., 88, 1966, 5662.CrossRefGoogle Scholar
  8. 4.
    C. Amatore, J. Pinson, J.M. Savéant and A. Thiébault, J. Am. Chem. Soc., 103, 1981, 6930.CrossRefGoogle Scholar
  9. 5.
    R.A. Rossi and R.H. de Rossi, in “Aromatic Substitution by the S RN 1 Mechanism”, ACS Monographs 178, Washington, 1983, and refs therein.Google Scholar
  10. 6.
    C. Amatore, M.A. Oturan, J. Pinson, J.M. Savéant and A. Thié-bault, J. Am. Chem. Soc., 107, 1985, 3451.CrossRefGoogle Scholar
  11. 7.
    C. Amatore, J. Pinson, J.M. Savéant and A. Thiébault, J. Electro-anal. Chem., 107, 1980, 59.CrossRefGoogle Scholar
  12. 8. (a)
    C. Amatore, J.N. Verpeaux, A. Madonik, M.H. Desbois and D. Astruc, submitted for publicationGoogle Scholar
  13. (b).
    C. Amatore, J.N. Verpeaux and D. Astruc, unpublished results.Google Scholar
  14. 9.
    See ref. Id for a detailled presentation, and: (a) S.W. Feldberg and L. Jeftic, J. Phys. Chem., 76, 1972, 2439CrossRefGoogle Scholar
  15. (b).
    R.D. Rieke, H. Kojima and Ofele, K., J. Am. Chem. Soc., 98, 1976, 6735CrossRefGoogle Scholar
  16. (c).
    J. Moraczewski, W.E. Geiger, J. Am. Chem. Soc., 101, 1979, 3407; for early examples.CrossRefGoogle Scholar
  17. 10. (a)
    See e.g.: (a) M. Julia and J.N. Verpeaux, Tetrahedron Lett., 23, 1982, 2457CrossRefGoogle Scholar
  18. (b).
    M. Julia, G. Le Thuillier, C. Rolando and L. Saussine, Tetrahedron Lett., 23, 1982, 2453CrossRefGoogle Scholar
  19. (c).
    J.B. Baudin, M. Julia, C. Rolando and J.N. Verpeaux, Tetrahedron Lett., 25, 1984, 3203CrossRefGoogle Scholar
  20. (d).
    Bull. Soc. Chim. Fr., 1987, 493.Google Scholar
  21. 11.
    C. Amatore, T. El Moustafid and J.N. Verpeaux, manuscript in preparation.Google Scholar
  22. 12.
    T.E. Boothe, J.L. Greene Jr. and P.B. Shevlin, J. Org. Chem., 45, 1980, 794.CrossRefGoogle Scholar
  23. 13.
    The proximity of a negative charge, should enhance the lability of the α CH bond as observed e.g. for alcoolates: C. Amatore, J. Badoz-Lambling, C. Bonnel-Huyghes, J. Pinson, J.M. Savéant and A. Thiébault, J. Am. Chem. Soc., 104, 1982, 1979.CrossRefGoogle Scholar
  24. 14.
    See: I. Colon and D.R. Kelsey, J. Org. Chem., 51, 1986, 2627, for a detailled presentation of the reaction and of the pertinent references.CrossRefGoogle Scholar
  25. 15.
    T.T. Tsou and J.K. Kochi, J. Am. Chem. Soc., 101, 1979, 7547.CrossRefGoogle Scholar
  26. 16.
    C. Amatore and A. Jutand, submitted for publication.Google Scholar
  27. 17.
    Compare with ref.15.Google Scholar
  28. 18.
    This phenomenon is similar to “Redox Catalysis” in terms of kinetic behavior. Compare: (a) R.S. Nicholson and I. Shain, Anal. Chem., 36, 1964, 706CrossRefGoogle Scholar
  29. (b).
    C.P. Andrieux, C. Blocman, J.M. Dumas-Bouchiat, F. M’Halla and J.M. Savéant, J. Am. Chem. Soc., 102, 1980, 3806, and refs. therein.CrossRefGoogle Scholar
  30. 19.
    All three effects are observed by Colon and Kelsey. Compare figs. 1–4 in ref.14.Google Scholar

Copyright information

© Kluwer Academic Publishers 1989

Authors and Affiliations

  • C. Amatore
    • 1
  • A. Jutand
    • 1
  • J. N. Verpeaux
    • 1
  1. 1.Ecole Normale Supérieure Laboratoire de ChimieUA CNRS 1110Paris Cedex 05France

Personalised recommendations