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Generation of free radicals by reaction of some organotin and orga n omer cur y compounds with bromine

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    The dark bromodemetalation of a number of organotin and organomercury compounds in toluene or p-fluorotoluene initiates the free-radical bromination of the solvents in the methyl group, which testifies to the generation of free radicals during bromodemetalation.

  2. 2.

    A halodemetalation mechanism was proposed, which postulates that donor-acceptor complexes between the reactants, in which the organometallic compound functions as the donor and the halogen functions as the acceptor, take part in the reaction. The mechanism makes it possible to interpret the results obtained in the study (generation of radicals), as well as the previously observed generation of carbcations in the given reaction.

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Authors and Affiliations

  1. M. V. Lomonosov Moscow State University, USSR

    V. K. Piotrovskii, S. I. Bobrovskii, V. I. Rozenberg, Yu. G. Bundel & O. A. Reutov

Authors
  1. V. K. Piotrovskii
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  2. S. I. Bobrovskii
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  3. V. I. Rozenberg
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  4. Yu. G. Bundel
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  5. O. A. Reutov
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 10, pp. 2285–2291, October, 1975.

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Piotrovskii, V.K., Bobrovskii, S.I., Rozenberg, V.I. et al. Generation of free radicals by reaction of some organotin and orga n omer cur y compounds with bromine. Russ Chem Bull 24, 2168–2173 (1975). https://doi.org/10.1007/BF00929747

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  • DOI: https://doi.org/10.1007/BF00929747

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