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Homolytic addition of functionally substituted perfluoroalkyl iodides

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

Conclusions

  1. 1.

    Fluoroaliphatic iodides containing electron-accepting substituents in the α-position homolytically add to double bonds with cleavage of the C-I-bond upon thermal, peroxide, or metallocomplex initiation.

  2. 2.

    Di-tert-butylperoxide and the Fe(CO)5-DMF system initiate effectively addition of (CF3)2CFCF=CFCF2I, ICF2CN, ICF2COOCH3, CF3CF2CF2I, CF3(CF2)4CF2I, ICF2CF2OSO2F, and (CF3)2-CFOCF2CF2I to 1-hexene.

  3. 3.

    Addition to methyl acrylate takes place only with the most reactive addends, (CF3)2CFCF=CFCF2I and ICF2CN.

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Heteroorganic Compounds, Academy of Sciences of the USSR, Moscow

    L. N. Kiseleva, V. I. Dostovalova, F. K. Velichko, V. F. Cherstkov, S. R. Sterlin, G. I. Savicheva, M. A. Kurykin & L. C. German

Authors
  1. L. N. Kiseleva
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  2. V. I. Dostovalova
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  3. F. K. Velichko
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  4. V. F. Cherstkov
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  5. S. R. Sterlin
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  6. G. I. Savicheva
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  7. M. A. Kurykin
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  8. L. C. German
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Additional information

Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 9, pp. 2132–2138, September, 1988.

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Kiseleva, L.N., Dostovalova, V.I., Velichko, F.K. et al. Homolytic addition of functionally substituted perfluoroalkyl iodides. Russ Chem Bull 37, 1914–1919 (1988). https://doi.org/10.1007/BF00962513

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  • DOI: https://doi.org/10.1007/BF00962513

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