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Issue 29, 2013
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Investigation of the origin and synthetic application of the pseudodilution effect for Pd-catalyzed macrocyclisations in concentrated solutions with immobilized catalysts

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Abstract

Immobilized Pd-complexes allowed macrocyclisations via the Tsuji–Trost-reaction in concentrated solutions. Systematic studies suggest that the origin of this pseudodilution effect is neither film diffusion nor gel diffusion, but the reduction in conformational freedom of intermediates and intramolecular prenucleophile activation. In contrast a pseudodilution effect could not be observed for Sonogashira- and Suzuki-macrocyclisations.

Graphical abstract: Investigation of the origin and synthetic application of the pseudodilution effect for Pd-catalyzed macrocyclisations in concentrated solutions with immobilized catalysts

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Publication details

The article was received on 16 May 2013, accepted on 18 Jun 2013 and first published on 25 Jun 2013


Article type: Communication
DOI: 10.1039/C3OB41020J
Citation: Org. Biomol. Chem., 2013,11, 4750-4756
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    Investigation of the origin and synthetic application of the pseudodilution effect for Pd-catalyzed macrocyclisations in concentrated solutions with immobilized catalysts

    E. Brehm and R. Breinbauer, Org. Biomol. Chem., 2013, 11, 4750
    DOI: 10.1039/C3OB41020J

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