ELECTRON TRANSFER IN REACTIONS OF tert-PERFLUOROALKYL BROMIDES WITH ALKENES AND NUCLEOPHILES

Article abstract of DOI:10.1007/BF00959720

Tertiary perfluoroalkyl bromides (R_FBr) 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 deg C is accelerated in proton-donating solvents and is catalyzed by readily oxidizable nucleophiles.Bromination of the multiple bond and formation of R_FBr reduction products suggests a radical-chain mechanism initiated by electron transfer to the R_FBr molecule.