Electron transfer in reactions of tert-perfluoroalkyl bromides with alkenes and nucleophiles

  • I. N. Rozhkov
  • I. V. Chaplina
Organic Chemistry

Abstract

Tertiary perfluoroalkyl bromides (RFBr) in nonpolar solvents under mild conditions can be added to the multiple bond of terminal alkenes, alkynes, and butadiene. Slow addition to alkenes at 20°C is accelerated in proton-donating solvents and is catalyzed by readily oxidizable nucleophiles. Bromination of the multiple bond and formation of RFBr reduction products suggests a radicalchain mechanism initiated by electron transfer to the RFBr molecule.

Keywords

Bromide Electron Transfer Alkene Alkyne Mild Condition 

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Copyright information

© Plenum Publishing Corporation 1992

Authors and Affiliations

  • I. N. Rozhkov
    • 1
  • I. V. Chaplina
    • 1
  1. 1.A. N. Nesmeyanov Institute of Heteroorganic CompoundsAcademy of Sciences of the USSRMoscow

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