17157-69-6Relevant articles and documents
Direct syntheses of pentakis(trifluoromethyl)cyclopentadienide salts and related systems
Chambers, Richard D.,Roche, Alex J.,Vaughan, Julian F. S.
, p. 1925 - 1929 (1996)
The well-established synthesis of heptafluorobut-2-ene 2 from hexachlorobutadiene 1 and potassium fluoride has been further investigated, and novel dienes 3 and a triene 4 have been observed. Remarkably, the potassium salt of pentakis(trifluoromethyl)cyclopentadienide 7 has been isolated from this system. Salt 7 has also been obtained directly from 2. Cyclopentadiene 6 has been isolated from salt 7 by distillation from sulphuric acid. Bi- and tri-cyclic analogues of 7 have also been obtained, i.e., 9 and 10, by reaction of 2 with perfluorocyclopentene.
Preparation of the E- and Z-heptafluorobutenyl-2-zinc reagent by zinc-induced dehalogenation/metallation of 2,2-dibromo-octafluorobutane
Morken, Peter A.,Campbell, Robert F.,Burton, Donald J.
, p. 81 - 86 (2007/10/02)
The AlCl3-catalyzed isomerization of CF3CFBrCFBrCF3 afforded CF3CF2CBr2CF3, which upon treatment with 2 equiv. zinc in DMF underwent dehalogenation/metallation to afford a 1:1 mixture of E- and Z-CF3CF=C(ZnX)CF3 in 96percent 19F NMR yield.The zinc reagent exhibited poor thermal stability in DMF and completely decomposed by a β-elimination route in 24 h at 60 deg C.However, the zinc reagent prepared from E- and Z-CF3CF=CICF3 in triglyme showed enhanced thermal stability and gave E- and Z-p-NO2C6H4C(CF3)=CFCF3 in a palladium-catalyzed coupling reaction with p-NO2C6H4I.