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On the reaction of exchange of alkyls between organomagnesium compounds and organic halides

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

Conclusions

  1. 1.

    The exchange of alkyl radicals between alkyl magnesium halides and alkyl halides was established in the case of the simplest alkyl group in a medium of simple ethers.

  2. 2.

    The degree of exchange depends on the solvating power of the solvent, the electronegativity of the radical in the alkyl halide, and the polarizability of the C-halogen bond.

  3. 3.

    The mechanism of the exchange is the same in the case of organolithium and organomagnesium compounds.

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Literature cited

  1. L. I. Zakharkin, K. A. Bilevich, and O. Yu. Okhlobystin, Dokl. AN SSSR,152, 338 (1963).

    Google Scholar 

  2. M. Kharasch and O. Reinmuth, “Grignard Reactions of nonmetallic Substances”, New York (1954).

  3. S. T. Ioffee and A. N. Nesmeyanov, Methods of Heteroorganic Chemistry, Magnesium, Beryllium, Calcium, Strontium, Barium [in Russian], Moscow, (1963).

  4. M. Kharasch, W. Lambert, and W. Urry, J. Organ. Chem.10, 298 (1945).

    Google Scholar 

  5. R. N. Sterlin, L. N. Pinkina, I. L. Knunyants, and L. D. Nezgovorov, Khim. Nauka i Prom-st',4, 809 (1959).

    Google Scholar 

  6. M. Kharasch and C. Fuchs, J. Organ. Chem.10, 292 (1945).

    Google Scholar 

  7. H. Gilman and H. Jones, J Amer. Chem. Soc. 51, 2840 (1929).

    Google Scholar 

  8. L. Slaugh, J, Amer. Chem. Soc.,83, 2734 (1961).

    Google Scholar 

  9. E. A. Braude, “Progress in Organic Chemistry”, b. 3, London (1955), p. 172.

    Google Scholar 

  10. D. Appliguist and D. O'Brien, J. Amer. Chem. Soc.85, 743 (1963).

    Google Scholar 

  11. G. K. Semin, Dokl. AN SSSR (in Press).

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 7, pp. 1347–1349, July, 1964

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Zakharkin, L.I., Okhlobystin, O.Y. & Bilevich, K.A. On the reaction of exchange of alkyls between organomagnesium compounds and organic halides. Russ Chem Bull 13, 1260–1262 (1964). https://doi.org/10.1007/BF00863150

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  • DOI: https://doi.org/10.1007/BF00863150

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