Metal-free chemoselective oxidation of sulfides to sulfoxides catalyzed by immobilized taurine and homotaurine in aqueous phase at room temperature. Issue 30 (22nd July 2015)

• Record Type: Journal Article
• Authors: Shen, Hai-Min; Zhou, Wen-Jie; Wu, Hong-Ke; Yu, Wu-Bin; Ai, Ning; Ji, Hong-Bing; Shi, Hong-Xin; She, Yuan-Bin
• Is Part Of: Tetrahedron letters. Volume 56:Issue 30(2015)
• Page Start: 4494
• Page End: 4498
• Publication Date: 2015-07-22
• Subjects: Taurine -- Homotaurine -- Immobilization -- Sulfide oxidation -- Sulfoxide; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2015.05.105
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Immobilized natural product taurine was employed as recyclable catalyst in oxidation of various sulfides with 30% H2 O2 at room temperature for the first time, and up to 99.9% conversion and 98.0% selectivity were achieved with an excellent substrate tolerance and catalyst-recyclability. Abstract: 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% H2 O2 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.