Partial Oxidation of Methane Enabled by Decatungstate Photocatalysis Coupled to Free Radical Chemistry

The decatungstate anion, [W10O32]4– or DT, is a useful photocatalyst for organic transformations involving C–H functionalization. Herein, we leverage the unique photoredox properties of DT to generate a chlorine radical from chloride ion for the photochemical partial oxidation of methane. Under opti...

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Bibliographic Details
Published in:ACS catalysis 2023-05, Vol.13 (9), p.6382-6395
Main Authors: Olsen, Kaeleigh, Liebov, Nichole S., Groves, John T., Gunnoe, T. Brent
Format: Article
Language:English
Subjects:
Chemistry
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Summary:The decatungstate anion, [W10O32]4– or DT, is a useful photocatalyst for organic transformations involving C–H functionalization. Herein, we leverage the unique photoredox properties of DT to generate a chlorine radical from chloride ion for the photochemical partial oxidation of methane. Under optimized conditions, the DT–chloride–iodine ensemble achieves methane to methyl trifluoroacetate conversion with >350 photocatalyst turnovers at ∼60% yield based on methane in trifluoroacetic acid solvent. Methyl trifluoroacetate exhibits excellent stability under reaction conditions with minimal amounts of degradation (
ISSN:2155-5435
2155-5435
DOI:10.1021/acscatal.3c00750