4.4 Article

Metal-free chemoselective oxidation of sulfides to sulfoxides catalyzed by immobilized taurine and homotaurine in aqueous phase at room temperature

Journal

TETRAHEDRON LETTERS
Volume 56, Issue 30, Pages 4494-4498

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2015.05.105

Keywords

Taurine; Homotaurine; Immobilization; Sulfide oxidation; Sulfoxide

Funding

  1. National Natural Science Foundation of China [21306176]
  2. Scientific Research Launching Foundation of Zhejiang University of Technology [G2817101103]
  3. Zhejiang Provincial Natural Science Foundation [LQ14B020002]

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Natural products taurine and homotaurine were immobilized on the hybrid silica successfully and characterized by FT-IR, XPS, contact angle measurement, SEM, TGA, and XRD systematically. When the immobilized taurine (Tau@Si) and homotaurine (HTau@Si) were employed as heterogeneous catalysts in the oxidation of aromatic sulfides and aliphatic sulfides with 30% H2O2 at room temperature, up to 99.9% conversion and 98.0% selectivity were achieved with an excellent substrate tolerance. And the heterogeneous catalysts can be easily recycled up to 6 times without significant decrease in catalytic activity, which makes them promising catalysts for practical and large-scale applications in the oxidation of sulfides in aqueous phase at room temperature. (C) 2015 Elsevier Ltd. All rights reserved.

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