ArticleAccounts of chemical research2023
Nickel-Catalyzed Radical Mechanisms: Informing Cross-Coupling for Synthesizing Non-Canonical Biomolecules.
Article in Accounts of chemical research, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 29 papers.
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Who cites it
29 citing papers in PubMed, 90 citations in OpenAlex.
- Nickel-Catalyzed Reductive Cross-Coupling of Xanthate Esters With Aryl and Alkenyl Iodides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Article
- Nickel-Catalyzed Radical-Radical Cross-Coupling Reactions.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026Review
- Nickel Foam Electrodes-A Versatile, Powerful, and Readily Available Tool in Electro-Organic Synthesis.Chemical record (New York, N.Y.) · 2026Review
- Regiodivergent Hydrosilylation of Alkenes at Nickel: Tuning the Selectivity by Complex Stoichiometry and Silane Identity.Inorganic chemistry · 2026Article
- Enantioselective organocatalytic radical alkylation enabled by photoexcitation.Chemical science · 2026Article
- Magnetic Nickel-Containing Heterogeneous Catalysts for the Heck Reaction: Catalyst Design, Performance, and Sustainability.ChemistryOpen · 2026Review
- Deaminative C(Journal of the American Chemical Society · 2026Article
- Harnessing nitroarenes as nitrogen and oxygen sources for general oxo-aminomethylation of alkenes.Nature communications · 2025Article
- Deciphering the Synchronization of Alternating Current Frequency with the Nickel Catalytic Cycle in Selective C-N Cross-Coupling.Journal of the American Chemical Society · 2025Article
- Nickel-Catalyzed Cross-Dehydrogenative Coupling of Aldehydes and Alkenes toward Skipped Enones.Journal of the American Chemical Society · 2025Article
- Reactivity Studies of Bipyridine-Ligated Nickel(I) and Nickel(0) Complexes Inform the Mechanism in Modern Cross-Coupling Reactions.Journal of the American Chemical Society · 2025Article
- Palladium-Catalyzed Dual CspAdvanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025Article
- Reductively Induced Aryl Transmetalation: An Alternative Catalytically Relevant Ni-Catalyzed Biaryl Coupling Mechanism.Journal of the American Chemical Society · 2025Article
- Nickel-Mediated Radical Capture: Evidence for a Concerted Inner-Sphere Mechanism.Journal of the American Chemical Society · 2025Article
- Iodide/Nickel Co-Catalyzed Manganese-Mediated Denitrogenative Cross-Electrophile Coupling of Benzotriazinones with Alkyl Sulfonates.Molecules (Basel, Switzerland) · 2025Article
- Fundamental Principles in Catalysis from Mechanistic Studies of Oxidative Decarboxylative Coupling Reactions.Accounts of chemical research · 2025Article
- Preassembly-Controlled Radical Recombination at Bismuth: Decarboxylative C─N Coupling with Sulfonamides.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Article
- Nickel-catalyzed C(spCommunications chemistry · 2025Article
- Competition between One- and Two-Electron Unimolecular Reactions of Late 3d-Metal Complexes [(MeAngewandte Chemie (International ed. in English) · 2025Article
- Nickel-mediated aerobic C(sp2)-nucleophile coupling reactions for late-stage diversification of aryl electrophiles.Nature synthesis · 2025Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Nickel excels at facilitating selective radical chemistry, playing a pivotal role in metalloenzyme catalysis and modern cross-coupling reactions. Radicals, being nonpolar and neutral, exhibit orthogonal reactivity to nucleophilic and basic functional groups commonly present in biomolecules. Harnessing this compatibility, we delve into the application of nickel-catalyzed radical pathways in the synthesis of noncanonical peptides and carbohydrates, critical for chemical biology studies and drug discovery.We previously characterized a sequential reduction mechanism that accounts for chemoselectivity in cross-electrophile coupling reactions. This catalytic cycle begins with nickel(I)-mediated radical generation from alkyl halides, followed by carbon radical capture by nickel(II) complexes, and concludes with reductive elimination. These steps resonate with mechanistic proposals in nickel-catalyzed cross-coupling, photoredox, and electrocatalytic reactions. Herein, we present our insights into each step involving radicals, including initiation, propagation, termination, and the nuances of kinetics, origins of selectivity, and ligand effects.Radical generation from C(sp
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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.