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Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides.

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.

SUBMITTER: Weires NA

PROVIDER: S-EPMC5504487 | biostudies-literature | 2017 Jul

REPOSITORIES: biostudies-literature

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Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides.

Weires Nicholas A NA Caspi Daniel D DD Garg Neil K NK

ACS catalysis 20170522 7

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, us ...[more]

PMID: 28713644

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