ArticleACS catalysis2022
Synergistic Catalyst-Mediator Pairings for Electroreductive Cross-Electrophile Coupling Reactions.
Article in ACS catalysis, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.
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Who cites it
16 citing papers in PubMed.
- Decoding the Nested, Multicycle Mechanism of Ni-Catalyzed Redox-Neutral Cross-Coupling through Temperature Scanning Reaction Calorimetry.Journal of the American Chemical Society · 2026Article
- Use of Electron-Transfer Mediators to Access Higher Electrochemical Current Densities in Ni-Catalyzed Cross-Electrophile Coupling.Journal of the American Chemical Society · 2025Article
- Titanium-Mediated Organic Electrosynthesis.ACS catalysis · 2025Review
- Cross-Electrophile Coupling: Principles, Methods, and Applications in Synthesis.Chemical reviews · 2024Review
- Ni-Catalyzed Electro-Reductive Cross-Electrophile Couplings of Alkyl Amine-Derived Radical Precursors with Aryl Iodides.The Journal of organic chemistry · 2024Article
- Nickel-Catalyzed Electrochemical Cross-Electrophile C(spAngewandte Chemie (International ed. in English) · 2024Article
- Electrosynthesis of iminophosphoranes and applications in nickel catalysis.Chemical science · 2024Article
- PrimaryFaraday discussions · 2023Article
- Nickel-Catalyzed Electroreductive Coupling of Alkylpyridinium Salts and Aryl Halides.ACS catalysis · 2023Article
- High-Throughput Photo- and Electrochemical spACS medicinal chemistry letters · 2023Article
- Electro-Synthesis of Organic Compounds with Heterogeneous Catalysis.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2022Review
- Zinc-Free, Scalable Reductive Cross-Electrophile Coupling Driven by Electrochemistry in an Undivided Cell.ACS catalysis · 2022Article
- Control of Redox-Active Ester Reactivity Enables a General Cross-Electrophile Approach to Access Arylated Strained Rings.Angewandte Chemie (International ed. in English) · 2022Article
- α-Amino Radical Halogen Atom Transfer Agents for Metallaphotoredox-Catalyzed Cross-Electrophile Couplings of Distinct Organic Halides.ChemSusChem · 2022Article
- Electrocatalysis with Molecular Transition-Metal Complexes for Reductive Organic Synthesis.JACS Au · 2022Review
- Controlling Ni redox states by dynamic ligand exchange for electroreductive Csp3-Csp2 coupling.Science (New York, N.Y.) · 2022Article
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Authors and funding
4 authors.
Funding
Abstract
Electroreductive cross-electrophile coupling (eXEC) represents an attractive approach for the direct C-C coupling of two electrophiles but generally suffers from limited scope compared to reactions with chemical reductants. This work demonstrates that mediator-assisted electrocatalysis is a general strategy for the enhancement of eXEC reactions. While eXEC reactions catalyzed by a variety of widely available ligand-nickel complexes are low yielding when applied to reductive couplings of challenging substrates, reactions with the same complexes generate products in near-quantitative yield when a redox-matched mediator is included. We identify a library of catalyst-mediator systems that provide complementary reactivity and enable coupling of a range of substrate classes in high yields. These catalyst systems are applicable to both chemical and electrochemical reduction, but some require electroreduction due to the low potentials required for activation. Finally, mechanistic studies offer insights that facilitate catalyst-mediator pairing.
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