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Synthesis 1988; 1988(5): 349-359
DOI: 10.1055/s-1988-27572
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Perhalogenated Sulfines (Thione Oxides) and Sulfenes (Thione Dioxides): Their Synthesis and Synthetic Potential

Wolfgang Sundermeyer*
  • *Anorganisch-Chemisches Institut der Universität Heidelberg, Im Neuenheimer Feld 270, D-6900 Heidelberg 1, Federal Republic of Germany
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Publication Date:
20 August 2002 (online)

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The syntheses of perhalogenated sulfines (R2C=SO) and sulfenes (R2C=SO2) are reported. They are very useful reagents for introducing perhalogenated and especially perfluorinated groups into addition and cycloaddition products, e.g. for obtaining active substances or polymers. S-Fluoro-1,3-dithietanes and 1,3-dithietane S-oxides are useful precursors for the aforesaid heterocumulenes. 1. Introduction 2. Difluorosulfine 3. Dichlorosulfine 4. Dibromosulfine 5. Chlorofluorosulfine 6. Fluoro(trifluoromethyl)sulfine 7. Chloro(trifluoromethyl)sulfine 8. Bis(trifluoromethyl)sulfine 9. Bis(trifluoromethylthio)sulfine 10. Sulfenes, X2C=SO2 11. SIV-Difluoro-1,3-Dithietanes 12. Chlorotrifluoro-1,3-dithietane S-oxides 13. Outlook