- Reductive transformations of organofluorine compounds: II. Hydrodechlorination of chloropolyfluoroarenes by the action of zinc
-
Polyfluoroarenes containing chlorine atoms in the aromatic ring and/or in the benzylic position undergo hydrodechlorination by the action of zinc in aqueous dimethylformamide. The use of Zn/Cu and addition of salts (NaCl, Na2SO4, NH4Cl) favor reductive dechlorination of the Carom - Cl bond. Polyfluorobenzotrichlorides react with excess zinc to give the corresponding CH3-substituted derivatives, otherwise CH2Cl- and CHCl2-containing compounds are formed. The reduction of C6F5CCl3 and C6F5CH2Cl with zinc in the presence of copper provides lower yields of the hydrodechlorination products and leads to formation of 1,2-bis(pentafluorophenyl)ethane.
- Krasnov,Platonov
-
p. 1488 - 1499
(2007/10/03)
-
- Thermolytic transformations of polyfluoroorganic compounds 30. Copyrolysis of α,α-dichlorooctafluoroethylbenzene with tetrafluoroethylene
-
The reaction of α,α-dichlorooctafluorobenzene with tetrafluoroethylene as a source if difluorocarbene has been studied.The copyrolysis of these compounds gave not only the expected products, decafluoro-α-methylstyrene and α-chloroheptafluorostyrene, but also noticeable amounts of perfluoro-1-methylindan and perfluoro-7-methylbicyclonona-1,4,6-triene along with perfluoro-3-methylindene and octafluorostyrene.It has been suggested that indan and the triene are formed with the participation of the C6F5CClCF3 radical through sigmatropic shifts of fluorine atoms in the intermediate bicyclic compounds.The reaction of α,α-dichlorodecafluoropropylbenzene with tetrafluoroethylene afforded α-chloroheptafluorostyrene as the main product. - Key words: copyrolysis; decafluoro-α-methylstyrene, perfluoro-7-methylbicyclonona-1,4,6-triene; perfluoro-1-methylindan; polyfluoroalkylbenzyl radicals; sigmatropic shifts of fluorine atoms.
- Dvornikova, K. V.,Platonov, V. E.,Yakobson, G. G.
-
p. 1690 - 1693
(2007/10/02)
-