1717-50-6Relevant articles and documents
REACTION OF ORGANIC COMPOUNDS WITH THE SF4-HF-HALOGENATING SYSTEM IX. REACTIONS OF PERFLUOROOLEFINS WITH THE SF4-HF-S2Cl2 SYSTEM
Kunshenko, B. V.,Omarov, V. O.,Muratov, N. N.,Yagupol'skii, L. M.
, p. 684 - 690 (2007/10/02)
The reaction of perfluoroolefins with the SF4-HF-S2Cl2 system leads to perfluoroalkanesulfenyl chlorides, thiosulfenyl chlorides, and polysulfides.Preparative methods were developed for the production of trifluoromethanesulfenyl, perfluoroethanesulfenyl, perfluoro(1-methylethane)sulfenyl, and perfluoro(1-methylheptane)sulfenyl chlorides and the corresponding sulfonyl chlorides.
Stable fluorinated sulfuranes and sulfurane oxides. Synthesis and reactions
Kitazume, Tomoya,Shreeve, Jean'ne M.
, p. 2173 - 2176 (2007/10/10)
Bis(trifluoromethyl) sulfide, tetrafluoro-1,3-dithietane, and bis(trifluoromethyl) sulfoxide undergo oxidative addition when photolyzed with trifluoromethyl hypochlorite to form a new family of sulfuranes, bis(trifluoromethyl)bis(trifluoromethoxy)sulfurane (1) and tetrafluoro-1,3-tetrakis(trifluoromethoxy)dithietane (3), and of sulfurane oxides, bis(trifluoromethyl)bis(trifluoromethoxy)sulfurane oxide (2). Compounds 1 and 2 are hydrolyzed to bis(trifluoromethyl) sulfoxide and bis(trifluoromethyl) sulfone, respectively. Pyrolysis of 1, 2, or 3 gives bis(trifluoromethyl) sulfide, bis(trifluoromethyl) sulfoxide, and tetrafluoro-1,3-dithietane, respectively, plus bis(trifluoromethyl) peroxide. With primary amines, 1 and 2 yield N-alkylbis(trifluoromethyl)sulfimides and sulfoxyimides, and with N,N′-diethylaminotrimethylsilane, imine formation occurs. Sulfurane oxide 2 forms a new type of stable sulfurane oxide (4), bis(trifluoromethyl)bis(hexafluoroisopropylidenimido)sulfurane oxide, with lithium hexafluoroisopropylidenimine. Sulfurane 1 acts in a similar manner with the nucleophile but the sulfurane 5 is not isolated. Compounds 1 and 2 form α,α,α-(trifluoromethyl)anisole derivatives with substituted phenols. Secondary and tertiary alcohols are dehydrated by 1 or 2 to olefins but symmetrical alkyl ethers result when primary alcohols are reacted.