The Electrochemical Fluorination of Dithiols and Cyclic Sulfides

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概要

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• The electrochemical fluorination of dithiols [1,4-butanedithiol (I), 1,5-pentanedithiol (II), and 3-oxapentane-1,5-dithiol (III)] and cyclic sulfides [tetrahydrothiophene (IV), 2-methyltetrahydrothiophene (V), 3-methylthiophene (VI) and tetrahydrothiopyran (VII)] was conducted. Dithiols afforded the corresponding fullyfluorinated analogs of the starting dithiol (SF<SUB>5</SUB>(CF<SUB>2</SUB>)<I><SUB>n</SUB></I> SF<SUB>5</SUB>; <I>n</I>=4 from 1,5 from II; SF<SUB>5</SUB>CF<SUB>2</SUB>CF<SUB>2</SUB>OCF<SUB>2</SUB>CF<SUB>2</SUB>SF<SUB>5</SUB> from III) and the cyclic products (perfluorotetramethylenesulfur tetrafluoride from I, perfluoro-2-methyltetramethylenesulfur tetrafluoride, perfluoro-3-methyltetramethylenesulfur tetrafluoride, and perfluoropentamethylenesulfur tetrafluoride from II, and perfluoro-4-oxapentamethylenesulfur tetrafluoride from III). The corresponding perfluoro-cyclic sulfur(VI) compounds were obtained from IV, V, VI, and VII in reasonable yields. The novel perfluoropolymethylene bis(sulfur pentafluoride)s are transparent heavy liquids. Their physical properties and <SUP>19</SUP>F NMR and IR data are reported.

• 公益社団法人 日本化学会の論文

著者

• Nagase Shunji

  Government Industrial Research Institute

• Baba Hajime

  Government Industrial Research Institute

• Abe Takashi

  Government Industrial Research Institute

関連論文

• Electrochemical Fluorination of 2,2,3,3-Tetrafluoro-1-propanol
• Electrochemical Fluorination of Aldehydes
• The electrochemical fluorination of trifluoromethyl-substituted benzenes.
• Electrochemical fluorination of ethanethiol.
• The Electrochemical Fluorination of Dithiols and Cyclic Sulfides
• The electrochemical fluorination of aliphatic primary monohydric alcohols and aldehydes.
• The Fluorination of Carbon Monoxide, Carbonyl Chloride, and Carbonyl Fluoride
• The Fluorination of Carbonyl Sulfide
• Electrochemical fluorination of thiols.
• Chlorofluorination of Carbon Disulfide and Sulfur
• The Electrochemical Fluorination of s-Triazines
• The Electrochemical Fluorination of Benzenes and Pyridines

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