Perfluoroalkyl-selenation of olefins has been performed by the reaction of diphenyl diselenide with sodium borohydride followed with perfluoroalkyl halides (RfX) and olefins where one electron transfer from phenylseleno anion to RfX occurs, generating perfluoroalkyl and phenylseleno radicals.
A New Entry to Difluoromethylene Compounds; An Electrochemical Method
作者:Hideki Asai、Kenji Uneyama
DOI:10.1246/cl.1995.1123
日期:1995.12
Electroreduction of dibromodifluoromethane in the presence of diphenyldiselenide and olefins in a DMF-(Pt)-(Al) system provided adducts of in situ generated bromodifluoromethyl radical and phenylselenenyl group to olefins. One electron transfer from benzeneselenolate to CF2Br2 induces the formation of CF2Br· radical. This system is also useful for generation of ·CF2CO2Et radical from ethyl bromodifluoroacetate.