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.
M. A. McClinton and V. Sik, J. Chem. Soc., Perkin Trans. 1, 1992, 1891 DOI: 10.1039/P19920001891
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