ArticleJournal of the American Chemical Society2019
Chromium-Salen Catalyzed Cross-Coupling of Phenols: Mechanism and Origin of the Selectivity.
Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 26 papers.
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Who cites it
26 citing papers in PubMed.
- Photocatalytic coupling of phenols with iminesOrganic chemistry frontiers : an international journal of organic chemistry · 2026Article
- Using Yield Profiles to Study Reaction Mechanism.ACS catalysis · 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
- Nickel(II) Catalyzed Atroposelective Aerobic Oxidative Aryl-Aryl Cross-Coupling.ACS central science · 2025Article
- Electrochemical Dehydrogenative spOrganic letters · 2025Article
- 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
- Article
- A Fenton Approach to Aromatic Radical Cations and Diarylmethane Synthesis.The Journal of organic chemistry · 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
- 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
- The Transformative Power of Biocatalysis in Convergent Synthesis.Journal of the American Chemical Society · 2022Review
- Article
- Oxidative Photocatalytic Homo- and Cross-Coupling of Phenols: Nonenzymatic, Catalytic Method for Coupling Tyrosine.ACS catalysis · 2020Article
- Copper Catalyzed Oxidative Arylation of Tertiary Carbon Centers.Organic letters · 2020Article
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Authors and funding
6 authors.
Funding
Abstract
A highly chemoselective phenol cross-coupling reaction catalyzed by a Cr-salen catalyst was developed. Kinetic studies showed that the oxidation of Cr(III) to Cr(V) is the rate-determining step of the reaction. In addition, experimental stoichiometric analysis showed that a high valent Cr(V) species is the active catalyst for this process. The selectivity of the reaction was found to be determined by the cross-coupling carbon-carbon bond forming reaction, rather than any precoordination species. It appears that the lowest energy cross-coupling pathway requires a lesser degree of electronic reorganization in its transition state vs the lowest energy homocoupling pathway. This result was supported by stoichiometric Cr(V) kinetics,
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