ArticleNature chemistry2024
Zinc and manganese redox potentials in organic solvents and their influence on nickel-catalysed cross-electrophile coupling.
Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 39 papers.
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Who cites it
39 citing papers in PubMed.
- Deep reduction in electrosynthesis.Nature chemistry · 2026Review
- Noninnocent Deep Eutectic Solvents Enable Selective, Sustainable Nickel-Catalyzed Cross-Electrophile Couplings to Diarylmethanes.ChemSusChem · 2026Article
- Article
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- Metal electrode potential diverges with ion additions.Nature chemistry · 2026Article
- Spontaneous Chemical Amine Oxidation in Organic Solvents Paired With Electrochemical Hydrogen Production.Angewandte Chemie (International ed. in English) · 2026Article
- A Ni-Mediated Cross-Coupling Approach to DeuteratedJournal of the American Chemical Society · 2026Article
- Stereoretentive decarbonylative C(spNature · 2026Article
- Ring-opening decarbonylative C(spChemical science · 2026Article
- Synergistic Fe/Ni catalysis for electrochemical 1,1-difunctionalization of alkenes.Nature communications · 2026Article
- Decarboxylative alkylation of alkenes.Nature · 2026Article
- Applying asymmetric-waveform alternating current in nickel-catalyzed asymmetric reductive cross-coupling.Nature communications · 2026Article
- Catalytic acyloin-type heterocoupling of thioesters via a putative cobalt siloxycarbene.Nature chemistry · 2026Article
- Nickel-Catalyzed Twofold Conjunctive Coupling via Philicity-Alternating Radical Relay.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Synthesis of Tetrakis(amino)ethylene-Derived Organic Reductants via Thermal Decomposition of Tris(amino)methanes.Organic letters · 2026Article
- Direct Acylation of Alkyl and Aryl Bromides via Nickel-Catalyzed Aldehyde C-H Functionalization.The Journal of organic chemistry · 2026Article
- Zinc-Mediated Four-Component Carbonylation toward Direct Synthesis of α-Amino Ketones.Organic letters · 2026Article
- Heterobenzyl Chlorides as Linchpins for C-H Arylation via Sequential C-H Chlorination/Cross-Electrophile Coupling.ACS catalysis · 2026Article
- Cobaloxime Catalysis: A General Platform for Mizoroki-Heck-Type Reactions and Catalytic Dehydrohalogenations of Unactivated Alkyl Chlorides.Journal of the American Chemical Society · 2026Article
- Deuterated Cyclopropanation of Alkenes by Iron Catalysis.Organic letters · 2026Article
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3 authors.
Funding
Abstract
Zinc and manganese are widely used as reductants in synthetic methods, such as nickel-catalysed cross-electrophile coupling (XEC) reactions, but their redox potentials are unknown in organic solvents. Here we show how open-circuit potential measurements may be used to determine the thermodynamic potentials of Zn and Mn in different organic solvents and in the presence of common reaction additives. The impact of these Zn and Mn potentials is analysed for a pair of Ni-catalysed reactions, each showing a preference for one of the two reductants. Ni-catalysed coupling of N-alkyl-2,4,6-triphenylpyridinium reagents (Katritzky salts) with aryl halides are then compared under chemical reaction conditions, using Zn or Mn reductants, and under electrochemical conditions performed at applied potentials corresponding to the Zn and Mn reduction potentials and at potentials optimized to achieve the maximum yield. The collective results illuminate the important role of reductant redox potential in Ni-catalysed XEC reactions.
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