REDUCTION OF ω-CHLOROPERFLUOROALKYL IODIDES WITH LITHIUM ALUMINIUM HYDRIDE, A SINGLE ELECTRON TRANSFER PROCESS

Article abstract of DOI:10.1016/S0022-1139(00)80367-X

The reduction of ω-chloroperfluoroalkyl iodides (1a-b) with LiAlH4 gave ω-chloroperfluoroalkyl hydride (3) and α,ω-dihydroperfluoroalkane (4).However, in the presence of olefin, the addition product (6) was obtained.The reaction can be partly suppressed by p-dinitrobenzene (p-DNB), and tetrahydrofuran derivatives were obtained from the reaction of ω-perfluoroalkyl iodides with diallyl ether.A single electron transfer process was proposed.