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Synthesis 1994; 1994(3): 249-251
DOI: 10.1055/s-1994-25450
short paper
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Capto-Dative Ethenylperfluoroalkyl Sulfones

Michael Hanack* , Jürgen Hackenberg, Olaf Menke, L. R. Subramanian, Rolf Schlichenmaier
  • *Institut für Organische Chemie, Lehrstuhl für Organische Chemie II, Universität Tübingen, Auf der Morgenstelle 18, D-72076 Tübingen, Germany
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Publication Date:
27 September 2002 (online)

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The condensation of bis(nonafluorobutanesulfonyl)methane (1) with carbodiimides 2, triethyl orthoformate (4) and tetraethyl orthocarbonate (6) affords capto-dative olefins 2,2-dialkylamino-1, 1-bis(nonafluorobutanesulfonyl)ethenes 3, 2-ethoxy-1, 1-bis(nonafluorobutanesulfonyl)ethene (5) and 2,2-diethoxy-1, 1-bis(nonafluorobutanesulfonyl)ethene (7). NMR studies of the capto-dative olefins show a highly polarized ground state, which was also confirmed by X-ray structure analysis of the bistriflone 10.