5-Fluorocyclopentadiene: synthesis and utility

Abstract
5-Fluorocyclopentadiene 2 has been prepared by the reaction of cyclopentadienylthallium and the F+ source, 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate). In their reactions with compound 2, dieneophiles form adducts having exclusively syn orientation.