BF3-Catalyzed Fluorine Addition to Fluoro-Substituted Benzene Derivatives Using Xenon Difluoride

Article abstract of DOI:10.1021/jo00315a014

BF3-catalyzed room-temperature reaction of xenon difluoride with pentafluoro-substituted benzene derivatives resulted in 1,4- and 1,2-fluorine addition with regiospecificity depending on the substituent.Reaction with 1-substituted (H, Cl, Br, C6F5) pentafluorobenzene resulted in the formation of 1-substituted heptafluorocyclohexa-1,4-dienes, and reactions with n-alkoxy-substituted pentafluorobenzenes resulted in two types of 1,4-adducts, while reaction with isopropoxypentafluorobenzene resulted in the formation of hexafluorocyclohexa-2,5-dien-1-one and hexafluorocyclohexa-2,4-dien-1-one.