ArticleJournal of the American Chemical Society2020
The Quest for the Ideal Base: Rational Design of a Nickel Precatalyst Enables Mild, Homogeneous C-N Cross-Coupling.
Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed, 114 citations in OpenAlex.
- Kinetics-controlled radical coupling on dual redox-active sites for selective formamide production.Nature communications · 2026Article
- Pd-Catalyzed O-Arylation of Phenols Mediated by a Weak, Soluble Organic Base: Methodology, Mechanism, and Compatibility with Enabling Technologies.Journal of the American Chemical Society · 2025Article
- Advances in Copper and Nickel C─N and C─O Cross-Couplings of (Hetero)Aryl Chlorides Enabled by Ancillary Ligand Development.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Cross-Coupling Reactions with Nickel, Visible Light, andACS catalysis · 2025Article
- Copper complexes for the chemoselectiveDalton transactions (Cambridge, England : 2003) · 2023Article
- Unsymmetric N-heterocyclic carbene ligand enabled nickel-catalysed arylation of bulky primary and secondary amines.Chemical science · 2023Article
- Ligand-controlled stereodivergent alkenylation of alkynes to access functionalized trans- and cis-1,3-dienes.Nature communications · 2023Article
- Structure-Reactivity Relationships of Buchwald-Type Phosphines in Nickel-Catalyzed Cross-Couplings.Journal of the American Chemical Society · 2022Article
- Synthesis of 7-Aminocoumarins from 7-Hydroxycoumarins via Amide Smiles Rearrangement.ACS omega · 2022Article
- Recent Progress Concerning theMolecules (Basel, Switzerland) · 2021Review
- Redox-Neutral Cross-Coupling Amination with WeakJACS Au · 2021Article
- The Effect of Added Ligands on the Reactions of [Ni(COD)(dppf)] with Alkyl Halides: Halide Abstraction May Be Reversible.Organometallics · 2021Article
- Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism.Journal of the American Chemical Society · 2020Article
- Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters.Journal of the American Chemical Society · 2020Article
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Authors and funding
3 authors at 1 institution in 1 country.
Funding
Abstract
Palladium-catalyzed amination reactions using soluble organic bases have provided a solution to the many issues associated with heterogeneous reaction conditions. Still, homogeneous C-N cross-coupling approaches cannot yet employ bases as weak and economical as trialkylamines. Furthermore, organic base-mediated methods have not been developed for Ni(0/II) catalysis, despite some advantages of such systems over those employing Pd-based catalysts. We designed a new air-stable and easily prepared Ni(II) precatalyst bearing an electron-deficient bidentate phosphine ligand that enables the cross-coupling of aryl triflates with aryl amines using triethylamine (TEA) as base. The method is tolerant of sterically congested coupling partners, as well as those bearing base- and nucleophile-sensitive functional groups. With the aid of density functional theory (DFT) calculations, we determined that the electron-deficient auxiliary ligands decrease both the p
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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.