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Mechanism of Palladium/Amine Cocatalyzed Carbocyclization of Aldehydes with Alkynes and Its Merging with Pd Oxidase Catalysis
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
Stockholm University, Faculty of Science, Department of Organic Chemistry.
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2014 (English)In: ACS Catalysis, ISSN 2155-5435, E-ISSN 2155-5435, Vol. 4, no 12, 4474-4484 p.Article in journal (Refereed) Published
Abstract [en]

The reaction mechanism for the palladium and amine cocatalyzed carbocyclization of aldehydes with alkynes has been investigated by means of density functional theory calculations and experiments. The Pd/amine cocatalyzed transformation is a carbocyclization of in situ generated enaminynes where the C-C bond-forming step is most likely promoted by a Pd(II) species. Notably, the latent Pd(O)/Pd(Ip catalytic redox cycle of this metal/organo cooperative catalytic reaction can be merged with catalytic direct aerobic alcohol oxidation (Pd oxidase catalysis).

Place, publisher, year, edition, pages
2014. Vol. 4, no 12, 4474-4484 p.
Keyword [en]
carbocyclization, multicatalysis, oxygen, oxidations, relay catalysis, density functional theory
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:su:diva-113125DOI: 10.1021/cs500905rISI: 000346041600030OAI: oai:DiVA.org:su-113125DiVA: diva2:790727
Funder
Swedish Research CouncilThe Wenner-Gren FoundationVINNOVAKnut and Alice Wallenberg Foundation
Note

AuthorCount:6;

Available from: 2015-02-25 Created: 2015-01-23 Last updated: 2017-12-04Bibliographically approved

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