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Highly Active and Selective Photocatalytic Oxidation of Organosilanes to Silanols

Huanhuan Li, Lei Chen, Peigao Duan, Wuyuan Zhang

2022ACS Sustainable Chemistry & Engineering22 citationsDOI

Abstract

Silanols are ubiquitous building blocks for organic synthesis and material fabrication. To date, a number of stoichiometric and catalytic methods have been developed for the direct oxidation of Si–H to Si–OH bonds. A common challenge in the oxidation of silanes is to combine both catalytic activity and selectivity. Herein, we report a highly active and selective photocatalytic approach for the oxidation of organosilanes to silanols. Using plasmonic Au-TiO2 as a photocatalyst for dimethylphenylsilane oxidation enables complete conversion (>99% yield) and high selectivity (98.3%) with catalytic activity up to 121.8 g g–1. The observed activity substantially exceeds those of most reported homogeneous and heterogeneous catalysts. Silanol synthesis could be achieved under mild conditions in either aqueous or solvent-free conditions and allows the oxidation of a broad scope of sterically hindered hydrosilanes in excellent yield and selectivity. The general concept of photocatalytic synthesis of valuable silanols is further demonstrated by five photocatalysts.

Topics & Concepts

PhotocatalysisSilanesSelectivityCatalysisSilanolChemistryAqueous solutionSteric effectsYield (engineering)Combinatorial chemistryOrganic chemistryPhotochemistryMaterials scienceSilaneMetallurgyAdvanced Photocatalysis TechniquesOrganoboron and organosilicon chemistryLuminescence and Fluorescent Materials
Highly Active and Selective Photocatalytic Oxidation of Organosilanes to Silanols | Litcius