Reaction of hexafluorobenzene with trimethylsilyl ethers

Abstract

Hexafluorobenzene reacts readily with a variety of trimethylsilyl ethers ROSiMe3 (R=CF3CH2, FCH2CH2, H(CF2)n,CH2 (n=2, 4), CF3(CF2)6CH2, CF3(CF2)5CH2CH2, Me3SiOCH2CH2, C6F5OCH2CH2, C6H5, 4-FC6H4) to give from mono- to hexapolyfluoroalkoxy- and polyfluoroaryloxy-benzenes. The structure of C6(OCH2CF3)6 has been confirmed by single-crystal X-ray analysis. The perfluorinated ether C6F5OCF2CF3 may be synthesized from C6F5OCH2CF3 by chlorination and subsequent fluorination with SbF3/SbCI5. The chlorination of 5,6,7,8-tetrafluoro-1,4-benzodioxane is also discussed. © 1994.