66286-65-5Relevant academic research and scientific papers
Coupling routes to hexafluoro-1,3-butadiene, substituted-1,3-fluorine-containing butadienes and fluorinated polyenes
Burton, Donald J.,Hansen, Steven W.,Morken, Peter A.,MacNeil, Kathryn J.,Davis, Charles R.,Xue, Ling
, p. 435 - 442 (2008/12/22)
Hexafluoro-1,3-butadiene was readily prepared via a variety of self-coupling processes, such as Cu(0) mediated self-coupling of iodotrifluoroethene, Pd(0) catalyzed coupling of iodotrifluoroethene with the trifluorovinylzinc reagent, and CuBr2 mediated coupling of the trifluorovinylzinc reagent. Perfluoro-2,3-dimethyl-1,3-butadiene was readily synthesized by the reaction of pentafluoropropenyl-2-zinc reagent with either CuBr2 or FeCl3. Alternatively, perfluoro-2,3-dimethyl-1,3-butadiene was prepared by oxidation of the pentafluoropropenyl-2-copper reagent with dioxygen. Cu(0) mediated coupling of an (E)-substituted α,β-difluoro-β-iodostyrene provided the first useful route to a (Z)(Z)-1,4-diaryl-1,3-tetrafluorobutadiene. Extension of the Cu(0) mediated coupling methodology to a perfluorodienyl iodide demonstrated a useful stereospecific route to perfluoropolyenes.
