431-49-2Relevant academic research and scientific papers
A facile route to tetrafluoroallene
Lu, Hengyao,Friedrich, H. Bruce,Burton, Donald J.
, p. 83 - 86 (1995)
Tetrafluoroallene has been prepared in 72percent-75percent yield by metallation of either 2-hydropentafluoropropene or 2-bromopentafluoropropene with t-butyllithium followed by thermal elimination of lithium fluoride from the 2-lithiopentafluoropropene.The 2-bromopentafluoropropene route gives the allene free of isobutane. - Keywords: Allenes; Lithium reagents; Metallation reactions; Elimination reactions; IR spectroscopy
Electrophilic reactions of fluorocarbons under the action of aluminum chlorofluoride, a potent Lewis acid
Petrov, V. A.,Krespan, C. G.,Smart, B. E.
, p. 138 - 142 (2007/10/03)
A new Lewis acid - aluminum chlorofluoride - was demonstrated to be an effective catalyst for the isomerisation of fluoroolefins, polyfluorinated epoxides and cyclopropanes.At ambient temperature this catalyst converts perfluorobutadiene-1,3 into perfluorobutyne-2 and perfluoro(4-methylpentene-2) into perfluoro(2-methylpentene-2) in nearly quantitative yield.At 100 deg C, aluminum chlorofluoride causes the cleavage of perfluorinated tertiary amines. - Keywords: Electrophilic reactions; Fluorocarbons; Aluminum chlorofluoride; Lewis acid; NMR spectroscopy
Preparation of β,β-Difluoro-α-(trifluoromethyl)styrenes by Palladium-Catalyzed Coupling of Aryl Iodides with Pentafluoropropen-2-ylzinc Reagent
Morken, Peter A.,Burton, Donald J.
, p. 1167 - 1172 (2007/10/02)
Substituted aromatic iodides are functionalized by pentafluoropropen-2-ylzinc, CF3C(ZnX)=CF2 (X = Br, I, or CF2=CCF3-), in the presence of Pd(PPh3)4 to give the corresponding arenes in good yields.This is particularly attractive for the preparation of title styrenes substituted with groups such as -NO2 or CO2R, which are incompatible with organomagnesium reagents.The best yields of the title styrenes with electron-donating substituents were obtained in DMF.For electron-withdrawing substituents, the best results were achieved in triglyme.A correlation was observed between Hammett ? constants and 19F NMR chemical shifts (R = 0.93-0.99, n = 8) and 2JF-F coupling constants (R = 0.94, n = 8).
Convenient Preparation and Functionalization of 2-Metallated Pentafluoropropenes
Morken, Peter A.,Lu, Hengyao,Nakamura, Akihiro,Burton, Donald J.
, p. 4271 - 4274 (2007/10/02)
The title compounds are prepared by metallation of CF3CH=CF2 with LDA or t-BuLi or by metallation of CF3CBr2CF3 with 2 equivalents of zinc.CF3C(ZnX)=CF2 undergoes halogenation, oxidative dimerization, allylation and acylation reactions. Key Words: vinyl organofluorine zinc reagent; organolithium; zinc; oxidative coupling; halogenation
