ArticleACS catalysis2017
Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides.
Article in ACS catalysis, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.
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Who cites it
15 citing papers in PubMed.
- Pincer Nickel(II) Catalyzed Oxidative Carbonylation of Amines: A Phosgene-Free Synthesis for Isocyanates and Ureas.ACS omega · 2026Article
- Kinetic Modeling Enables Understanding of Off-Cycle Processes in Pd-Catalyzed Amination of Five-Membered Heteroaryl Halides.Journal of the American Chemical Society · 2024Article
- Mechanistic insights on C(acyl)-N functionalisation mediated by late transition metals.Dalton transactions (Cambridge, England : 2003) · 2024Review
- Enantioselective nickel-catalyzed Mizoroki-Heck cyclizations of amide electrophiles.Chemical science · 2024Article
- Distinguishing Competing Mechanistic Manifolds for C(acyl)-N Functionalization by a Ni/JACS Au · 2023Article
- Amide N-C Bond Activation: A Graphical Overview of Acyl and Decarbonylative Coupling.SynOpen (2017) · 2023Article
- Highly economical and direct amination of spRSC advances · 2021Article
- Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis.ACS catalysis · 2020Article
- Nickel-Catalyzed Conversion of Amides to Carboxylic Acids.Organic letters · 2020Article
- Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of Aliphatic Amides on the Benchtop.Organic letters · 2020Article
- Breaking Amide C-N Bonds in an Undergraduate Organic Chemistry Laboratory.Journal of chemical education · 2019Article
- An Efficient, One-Pot Transamidation of 8-Aminoquinoline Amides Activated by Tertiary-Butyloxycarbonyl.Molecules (Basel, Switzerland) · 2019Article
- Modifications to the Aryl Group of dppf-Ligated NiOrganometallics · 2018Article
- Computational Study of Mechanism and Thermodynamics of Ni/IPr-Catalyzed Amidation of Esters.Molecules (Basel, Switzerland) · 2018Article
- Nickel-Catalyzed Suzuki-Miyaura Coupling of Aliphatic Amides.ACS catalysis · 2018Article
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Authors and funding
3 authors.
Funding
Abstract
Nickel-catalyzed coupling reactions provide exciting tools in chemical synthesis. However, most methodologies in this area require high catalyst loadings, which commonly range from 10-20 mol % nickel. Through an academic-industrial collaboration, we demonstrate that kinetic modeling can be used strategically to overcome this problem, specifically within the context of the Ni-catalyzed conversion of amides to esters. The successful application of this methodology to a multigram-scale coupling, using only 0.4 mol % Ni, highlights the impact of this endeavor.
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