RADICAL CHAIN ADDITION OF IODO-PERFLUOROALKANES TO ETHYLENIC OR ACETYLENIC SUBSTRATES - COMPARISON OF RATES OF IODINE ATOM TRANSFER FROM C4F9I TO SIGMA-VINYL AND SIGMA-ALKYL ALPHA-F-ALKYL RADICALS

Under electrochemical activation, the addition of C4F9I to ethylenic or acetylenic substrates proceeds via a radical chain involving addition of C4F9 radicals to the multiple bond followed by iodine-atom transfer from C4F9I to the alkyl or vinyl alpha-F alkyl radical thus formed. Combined use of voltammetric and electrolytic techniques allows quantitative comparison of the reactivities of alkyl and vinyl radicals versus iodine-atom transfer from C4F9I.