ArticleACS catalysis2020
Oxidative Photocatalytic Homo- and Cross-Coupling of Phenols: Nonenzymatic, Catalytic Method for Coupling Tyrosine.
Article in ACS catalysis, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 23 papers.
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Who cites it
23 citing papers in PubMed.
- Heterogeneous photocatalyst enables large-scale broadband light-driven atom transfer radical polymerization with high oxygen and inhibitor tolerance.Nature communications · 2026Article
- Photocatalytic coupling of phenols with iminesOrganic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Photocatalytic Cross-Coupling of Phenols and Heteroaryl Halides With Machine Learning-Guided Reaction Prediction.Angewandte Chemie (International ed. in English) · 2026Article
- Predicting Substrate Reactivity in Oxidative Homocoupling of Phenols Using Positive and Unlabeled Machine Learning.ACS omega · 2025Article
- Total Synthesis of Honokiol via Oxidative Phenol Coupling.Organic letters · 2025Article
- Photocatalytic Oxidative Dimerization of Electronically Diverse Phenols Using Borate to Prevent Overoxidation.Journal of the American Chemical Society · 2025Article
- Total Synthesis of Aporphine Alkaloids via Photocatalytic Oxidative Phenol Coupling and Biological Evaluation at the Serotonin 5-HTJournal of medicinal chemistry · 2025Article
- Amination of Phenols and Halophenols via Pyridinium-Iridium Dual Photocatalysis.ACS catalysis · 2024Article
- Visible-light TiOChemical science · 2024Article
- CspChemical science · 2024Review
- Synthesis of Phenol-Pyridinium Salts Enabled by Tandem Electron Donor-Acceptor Complexation and Iridium Photocatalysis.The Journal of organic chemistry · 2024Article
- Recent advances in oxidative phenol coupling for the total synthesis of natural products.Natural product reports · 2024Review
- Targeted proximity-labelling of protein tyrosinesChemical science · 2023Article
- Direct conversion of lignin to functionalized diaryl ethers via oxidative cross-coupling.Nature communications · 2023Article
- Visible-Light-Induced Oxidative Coupling of Phenols and Alkenylphenols with a Recyclable, Solid Photocatalyst.Organic letters · 2023Article
- Edge-Decorated Polycyclic Aromatic Hydrocarbons by an Oxidative Coupling Approach.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
- Radicals as Exceptional Electron-Withdrawing Groups: Nucleophilic Aromatic Substitution of Halophenols Via Homolysis-Enabled Electronic Activation.Journal of the American Chemical Society · 2022Article
- Bayesian optimization-driven parallel-screening of multiple parameters for the flow synthesis of biaryl compounds.Communications chemistry · 2022Article
- Pd-catalyzed Aerobic Cross-Dehydrogenative Coupling of Catechols with 2-Oxindoles and Benzofuranones: Reactivity Difference Between Monomer and Dimer.Chemistry, an Asian journal · 2022Article
- Catalytic Oxidative Coupling of Phenols and Related Compounds.ACS catalysis · 2022Article
Corrections and comments
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Authors and funding
3 authors.
Funding
Abstract
The oxidative photocatalytic method for phenol-phenol homo-coupling and cross-coupling is described and isolated yields of 16-97% are obtained. Measured oxidation potentials and computed nucleophilicity parameters support a mechanism of nucleophilic attack of one partner onto the oxidized neutral radical form of the other partner. Understanding of this model permitted development of cross-coupling reactions between nucleophilic phenols/arenes and easily oxidized phenols with high selectivity and efficiency. A highlight of this method is that one equivalent of each coupling partner is utilized. Building on these findings, a non-enzymatic, catalytic method for coupling tyrosine was also developed.
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