Asymmetric fluoro-organomercurials. Part 2. The synthesis and characterisation of the fluorovinyl-mercurials RHgCXCF2 (R=Ph, Fc; X=F, Cl): The single crystal X-ray structures of PhHgCFCF2, FcHgCFCF2 and FcHgCClCF2

Repurposing of F-gases: challenges and opportunities in fluorine chemistry

“…The trifluorovinyllithium moiety formed at À78 1C can react with a wide range of electrophiles including metal halides, main group halides, CO 2 , aldehydes and epoxides. [190][191][192][193][194][195][196][197][198][199][200][201][202][203][204][205][206][207][208] Using this method with transition metal halides resulted in the formation of transition metal complexes with a trifluorovinyl ligand. 191,193 Other reports include the transfer of the trifluorovinyl group onto zinc chlorides for application in palladium-catalysed Negishi cross-coupling reactions (Scheme 4b).…”

Polyfluorinated Ethanes as Versatile Fluorinated C2-Building Blocks for Organic Synthesis

“…For example, the reaction of 1,1,1,2-tetrafluoroethane with n -BuLi at −78 °C leads to direct formation of CF 2 CFLi. This organolithium compound can react with a lot of electrophiles to form various derivatives 208 bearing trifluorovinyl fragment (Scheme , Table ) . Initially formed CF 3 CFHLi is a very unstable organometallic compound; however, the reaction of 1,1,1,2-tetrafluoroethane with LDA followed by addition of Bu 3 SnCl gave the corresponding stannane 242 (Scheme ).…”

Defluorination of HFCs by a magnesium reagent

“…This species, which decomposes if warmed to room temperature, can react at −78 °C with a wide range of electrophiles including metal halides, main group halides, CO 2 , aldehydes and epoxides. 7,8,[10][11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26] Other reports include the transfer of the trifluorovinyl group onto zinc chlorides for application in palladium-catalysed Negishi cross-coupling reactions. 19,[27][28][29][30][31] To the best of our knowledge there are no examples of reactions of HFC-134a which involve solely sp 3 C-F bond activation.…”

“…This species, which decomposes if warmed to room temperature, can react at −78 °C with a wide range of electrophiles including metal halides, main group halides, CO 2 , aldehydes and epoxides. 7,8,10–26 Other reports include the transfer of the trifluorovinyl group onto zinc chlorides for application in palladium-catalysed Negishi cross-coupling reactions. 19,27–31…”