Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides

[Image: see text] 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 modelin...

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Autores principales: Weires, Nicholas A., Caspi, Daniel D., Garg, Neil K.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2017
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5504487/
https://www.ncbi.nlm.nih.gov/pubmed/28713644
http://dx.doi.org/10.1021/acscatal.7b01444
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author Weires, Nicholas A.
Caspi, Daniel D.
Garg, Neil K.
author_facet Weires, Nicholas A.
Caspi, Daniel D.
Garg, Neil K.
author_sort Weires, Nicholas A.
collection PubMed
description [Image: see text] 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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spelling pubmed-55044872017-07-12 Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides Weires, Nicholas A. Caspi, Daniel D. Garg, Neil K. ACS Catal [Image: see text] 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. American Chemical Society 2017-05-22 2017-07-07 /pmc/articles/PMC5504487/ /pubmed/28713644 http://dx.doi.org/10.1021/acscatal.7b01444 Text en Copyright © 2017 American Chemical Society This is an open access article published under an ACS AuthorChoice License (http://pubs.acs.org/page/policy/authorchoice_termsofuse.html) , which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
spellingShingle Weires, Nicholas A.
Caspi, Daniel D.
Garg, Neil K.
Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides
title Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides
title_full Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides
title_fullStr Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides
title_full_unstemmed Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides
title_short Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides
title_sort kinetic modeling of the nickel-catalyzed esterification of amides
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5504487/
https://www.ncbi.nlm.nih.gov/pubmed/28713644
http://dx.doi.org/10.1021/acscatal.7b01444
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