Two fluorinated fluoroxy compounds containing a fluorosulfonyl group

Abstract

The fluoride-catalyzed fluorination of the respective acid fluorides leads to the fluoroxy compounds F0CF2CF2S02F and FOC-F2CF(CF3)S02F. Their thermal and photolytic stability was investigated as well as their reactions with CO, S02, S03, and PF3.Perfluorinated ethers are formed from the reactions with C2F4 and C3F6 by insertion into the F-O bond.stitute (Grant 5084-260-1086) is gratefully acknowledged.

Perfluoro Alkyl Hypofluorites and Peroxides Revisited

“…First, the active silver site may undergo an oxidative addition of R F OF to form an alkoxide silver(II) intermediate, which then decomposesi nto alkoxyl radicals, R F OC, and silver(I)f luoride [Eq. (5)]. T he free or loosely bound R F OC radicals mayt hen combine to form the peroxides 2.…”

“…Cady and Kellogg described the synthesis of the first perfluoro alkyl hypofluorite, trifluoromethyl hypofluorite, F 3 COF, by the AgF 2 ‐catalyzed direct fluorination of methanol in 1948 . Since then, a variety of perfluoro as well as partially chlorinated (e.g., Cl 3 CCF 2 OF) and nitrogen (e.g., NF 2 CF 2 CF 2 OF) or sulfur (e.g., FSO 2 CF 2 CF 2 OF) containing and later even hydrogen (e.g., H 3 COF) substituted alkyl hypofluorites ROF ( 1 ) have been isolated and characterized. An alternative route to perfluoro alkyl hypofluorites is the fluorination of perfluoro ketones in the presence of metal fluorides, MF (M=K, Rb, Cs) [Eq.…”

Synthesis of perfluoro-t-butyl trifluorovinyl ether and its copolymerization with TFE

“…The versatility of perfluorinated vinyl ethers prepared by the latter process depends on the hypofluorites R f OF. A variety of fluoroxy compounds including perfluoro-tertbutyl hypofluorite have been synthesized [16][17][18][19][20][21][22] since trifluoromethyl hypofluorite CF 3 OF was first prepared in 1948 [23].…”