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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, p. 4474-4484Article 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, p. 4474-4484
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, id: diva2:777026
Note

CODEN: ACCAC

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

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