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Mechanism of palladium/amine cocatalyzed carbocyclization of aldehydes with alkynes and its merging with "Pd oxidase catalysis"
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden.
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden.
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden.
Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden.
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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(0)/Pd(II) catalytic redox cycle of this metal/organo cooperative catalytic reaction can be merged with catalytic direct aerobic alcohol oxidation (Pd oxidase catalysis). (Chemical Equation Presented).

Place, publisher, year, edition, pages
2014. Vol. 4, no 12, 4474-4484 p.
Keyword [en]
Carbocyclization, Density functional theory, Multicatalysis, Oxidations, Oxygen, Relay catalysis
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:miun:diva-24072DOI: 10.1021/cs500905rISI: 000346041600030Scopus ID: 2-s2.0-84915793230OAI: oai:DiVA.org:miun-24072DiVA: diva2:777026
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CODEN: ACCAC

Available from: 2015-01-08 Created: 2015-01-07 Last updated: 2017-12-05Bibliographically approved

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Córdova, Armando

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