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Titanium(salen)-Catalysed Synthesis of Di- and Trithiocarbonates from Epoxides and Carbon Disulfide

Authors

  • Christopher Beattie,

    1. School of Chemistry, Newcastle University, Newcastle upon Tyne, NE1 7RU (UK)
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  • Prof. Michael North

    Corresponding author
    1. Green Chemistry Centre of Excellence, Department of Chemistry, The University of York, Heslington, York, YO10 5DD (UK), Fax: (+44) 01904-322-705
    2. School of Chemistry, Newcastle University, Newcastle upon Tyne, NE1 7RU (UK)
    • Green Chemistry Centre of Excellence, Department of Chemistry, The University of York, Heslington, York, YO10 5DD (UK), Fax: (+44) 01904-322-705===

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Abstract

The combination of a bimetallic titanium(salen) complex [Ti(salen)O]2 and either tetrabutylammonium bromide or tributylamine forms a highly active catalyst system for the reaction between epoxides and carbon disulfide to lead to di- and/or trithiocarbonates. Reactions can be performed at 90 °C by using just 0.5–1.0 mol % of the catalysts. The reactions proceed with the inversion of the epoxide configuration and on the basis of kinetic and spectroscopic evidence, a mechanism to account for the results is proposed.

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