Aqueous Photocatalytic Oxidation of Thioethers with Polydiacetylene Micelle Nanoreactors

ChemSusChem. 2024 Sep 20:e202401395. doi: 10.1002/cssc.202401395. Online ahead of print.

Abstract

A semi-heterogeneous photocatalytic system was assembled through encapsulation of a lipophilic porphyrin in stabilized polydiacetylene micelles. The colloidal nanohybrid catalyst was valorized in the aerobic photo-oxidation of sulfides to the corresponding sulfoxides. Micelles behaved as nanoreactors by creating a favorable environment for the photo-activation of oxygen nearby thioethers and subsequent sulfoxidation. The process operates selectively under visible light and air atmosphere, with low catalytic loading and in water as the only solvent.

Keywords: Micelle; Oxidation; Photocatalysis; Semi-heterogeneous catalysis; Thioether.