Diiododifluoromethane: an excellent telogen for the preparation of 1,3-diiodofluoropropane derivatives

CF2I2 reacted with olefins thermally to give 1,3-diiodofluoropropane derivatives. Both fluorinated and non-fluorinated alkenes gave good yields of adducts. Reaction with ethylene, propylene, perfluoroalkylethylene, vinylidene fluoride, and trifluoroethylene provided the corresponding adducts in 58–86% yields. With tetrafluoroethylene, 1-to-1 adduct was predominantly formed along with small amounts of higher homologues. In contrast to perfluoroalkyl iodides, CF2I2 also readily added to perfluorovinyl ethers to give 1,3-diiodoperfluoroethers.