ArticleNature communications2020
Visible-light photoredox-catalyzed C-O bond cleavage of diaryl ethers by acridinium photocatalysts at room temperature.
Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.
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Who cites it
12 citing papers in PubMed, 86 citations in OpenAlex.
- Interfacial Electronic Modulation Redirects Anodic Radical Chemistry for Selective C─C Bond Cleavage in Electro-Oxidative Lignin Depolymerization.Angewandte Chemie (International ed. in English) · 2026Article
- Photoreforming and Photoelectroreforming of Waste-Derived Feedstocks for Solar-Driven Production of Fuels and Chemicals.Advanced materials (Deerfield Beach, Fla.) · 2026Review
- Photocatalytic valorization of lignin: radical-mediated scission of recalcitrant bonds to aromatics.RSC advances · 2025Review
- Photoinduced Single Electron Reduction of the 4-O-5 Linkage in Lignin Models for C-P Coupling Catalyzed by Bifunctional N-Heterocyclic Carbenes.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024Article
- Consecutive π-Lewis acidic metal-catalysed cyclisation/photochemical radical addition promoted byChemical science · 2024Article
- Hydroxylation-Depolymerization of Oxyphenylene-Based Super Engineering Plastics To Regenerate Arenols.JACS Au · 2023Article
- Site-selective carbonylation of arenesChemical science · 2023Article
- In(OTf)Chemical science · 2023Article
- Visible-light acridinium-based organophotoredox catalysis in late-stage synthetic applications.RSC advances · 2023Review
- Sensitizer-controlled photochemical reactivityChemical science · 2022Article
- Radical generation and fate control for photocatalytic biomass conversion.Nature reviews. Chemistry · 2022Review
- Uranyl-Photocatalyzed Hydrolysis of Diaryl Ethers at Ambient Environment for the Directional Degradation of 4-O-5 Lignin.JACS Au · 2021Article
Corrections and comments
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Authors and funding
4 authors at 2 institutions in 1 country.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Cleavage of C-O bonds in lignin can afford the renewable aryl sources for fine chemicals. However, the high bond energies of these C-O bonds, especially the 4-O-5-type diaryl ether C-O bonds (~314 kJ/mol) make the cleavage very challenging. Here, we report visible-light photoredox-catalyzed C-O bond cleavage of diaryl ethers by an acidolysis with an aryl carboxylic acid and a following one-pot hydrolysis. Two molecules of phenols are obtained from one molecule of diaryl ether at room temperature. The aryl carboxylic acid used for the acidolysis can be recovered. The key to success of the acidolysis is merging visible-light photoredox catalysis using an acridinium photocatalyst and Lewis acid catalysis using Cu(TMHD)
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Registered trials
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