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

Elisabeth Brehm, Rolf Breinbauer*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

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.
Original languageEnglish
Pages (from-to)4750-4756
JournalOrganic & Biomolecular Chemistry
Volume11
Issue number29
DOIs
Publication statusPublished - 2013

Fields of Expertise

  • Human- & Biotechnology

Treatment code (Nähere Zuordnung)

  • Basic - Fundamental (Grundlagenforschung)
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  • Experimental

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