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Kinetics of the oxidative addition of acetone to aromatic compounds under the action of Mn(III) acetate

  • Physical Chemistry
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Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

Kinetic data indicate that the principal path followed in the oxidative addition of acetone to aromatic compounds (ArH) under the action of Mn(III) acetate in AcOH solution to be the formation of a [CH2=C(CH3)-OMnIII·ArH] complex, which breaks down with rupture of the MnIII-O bond and subsequent addition of the acetonyl radical to the coordinated ArH (limiting step); this is, in turn, followed by rapid one-electron oxidation of the intermediate adduct radical by the Mn(III) ion, and formation of the final product.

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Literature cited

  1. R. S. Min, V. S. Aksenov, M. G. Vinogradov, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 2292 (1979).

  2. R. S. Min, V. S. Aksenov, M. G. Vinogradov, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 2315 (1981).

  3. G. M. Brauer (editor), Handbook of Preparative Inorganic Chemistry, Academic Press (1963).

  4. R. A. Rossi, R. H. de Rossi, and D. F. Loper, J. Am. Chem. Soc.,98, 1252 (1976).

    Google Scholar 

  5. R. V. Hoffman, Mechanism of Chemical Reactions [Russian translation], Khimiya, Moscow (1979), p. 185.

    Google Scholar 

  6. M. G. Vinogradov, S. P. Verenchikov, and G. I. Nikishin, Zh. Org. Khim.,12, 2313 (1976).

    Google Scholar 

  7. M. G. Vinogradov, I. P. Kovalev, and G. I. Nikishin, Izv. Akad. Nauk SSSR, Ser. Khim., 1569 (1981).

  8. M. M. émanuél' and D. G. Knorre, Course in Chemical Kinetics [in Russian], Vysshaya Shkola (1974), p. 218.

  9. W. Strohmeier and R. Muller, Z. Phys. Chem.,40, 85 (1964).

    Google Scholar 

  10. D. C. Nonhebel and J. C. Walton, Free-Radical Chemistry, Cambridge Univ. Press (1973).

  11. Yu. A. Zhdanov and V. I. Minkin, Correlational Analysis in Organic Chemistry [in Russian], Izd. Rostov. Univ. (1966), p. 19.

  12. E. I. Heiba, R. M. Dessau, and W. J. Koehl, Jr., J. Am. Chem. Soc.,91, 6830 (1969).

    Google Scholar 

  13. I. M. Whittemore, A. P. Stefani, and M. Szwarc, J. Am. Chem. Soc.,84, 3799 (1962).

    Google Scholar 

  14. E. I. Heiba, R. M. Dessau, and W. J. Koehl, Jr., J. Am. Chem. Soc.,91, 138 (1969).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 1994–1999, September, 1982.

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Vinogradova, M.G., Min, R.S., Aksenov, V.S. et al. Kinetics of the oxidative addition of acetone to aromatic compounds under the action of Mn(III) acetate. Russ Chem Bull 31, 1760–1765 (1982). https://doi.org/10.1007/BF00952371

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  • DOI: https://doi.org/10.1007/BF00952371

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