Perfluorovinyl bromides

Higher perfluorovinylic bromides other than trifluorovinyl bromide and pentafluoropropenyl bromide [55] have not been synthesized until recently [42, 54,... 

An extension ot this reaction provides a number of other perfluorovinylic halides [54] The type of reaction products from the thermal decomposition reaction and the type of hydrocarbon Grignard reagent used in the exchange reaction are solvent-dependent When an excess ot phenylmagnesium bromide is used, a variety of phenylated products are formed depending on the excess amount used [4S (equation 23)... 

Nucleophilic fluoroalkylation in the anomeric position has been performed with trifluorochloroethylene, or with perfluorovinyl ethers." The compound obtained with trifluorochloroethylene is an irreversible inhibitor of a-glycosidases (Figure 6.44). " Trifluoromethylzinc bromide can be used to perform the difluor-omethylation of hydroxyls in various positions, probably through a carbenic mechanism. 

Reductive coupling reaction of fluorinated vinyl iodides or bromides has been used as a route to fluorinated dienes [246, 247, 248, 249, 250]. Generally, the vinyl iodide is heated with copper metal in DMSO or DMF no i ntermediate perfluorovinyl-copper reagent is detected. Typical examples are shown in equations 163-165 [246, 247, 249], The X-ray crystal structure of perfluorotetracyclobutacyclooctatetraene, prepared via coupling of tetrafluoro-l,2-dnodocyclobutene with copper, is planar... 

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