Thianthrene 5-Oxide as Mechanistic Probe in Oxygen Transfer Reactions: Substrate Complexation in Oxidations with Transition Metal Peroxides

Authors

  • Prof. Dr. Waldemar Adam,

    Corresponding author
    1. Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)
    • Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)
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  • Dr. B. Bhushan Lohray

    1. Institut für Organische Chemie der Universität, Am Hubland, D-8700 Würzburg (FRG)
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    • Alexander-von-Humboldt Fellow (1984/1985)


  • This work was supported by the Deutsche Forschungsgemeinschaft, the Fonds der Chemischen Industrie, and the Stiftung Volkswagenwerk.

Abstract

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Whether complexation of the substrate is involved in oxidations with transition metal peroxides is still unclear. The findings illustrated below — SSO2:SOSO ≈ 1:1, only cis-SOSO—can be interpreted by assuming complexation of the sulfide sulfur of SSO and subsequent transannular transfer of oxygen.

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