Abstract Reaction of 1, 1-dichloro-2, 5-diphenylbenzocyclopropene (10a) with 1 equiv. of silver fluoride yields 1-chloro-1-fluoro-2, 5-diphenylbenzocyclopropene (10c). Both 10a and 10c react with excess silver fluoride to give the difluoro compound 10b. Both 10b and 10c are also prepared via cyclo-additions of 1, 2-dichloro-3, 3-difluorocyclopropene (14) or 1, 2, 3-flurocyclopropene (13) with diphenylbutadiene and subsequent aromatization with base ...