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Biotinylated Metathesis Catalysts: Synthesis and Performance in Ring Closing Metathesis

Kajetanowicz, Anna ; Chatterjee, Anamitra ; Reuter, Raphael ; Ward, Thomas

In: Catalysis Letters, 2014, vol. 144, no. 3, p. 373-379

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    Title
    • Biotinylated Metathesis Catalysts: Synthesis and Performance in Ring Closing Metathesis
    Author
    • Kajetanowicz, Anna. Department of Chemistry, University of Basel, Spitalstrasse 51, 4056, Basel, Switzerland
    • Chatterjee, Anamitra. Department of Chemistry, University of Basel, Spitalstrasse 51, 4056, Basel, Switzerland
    • Reuter, Raphael. Department of Chemistry, University of Basel, Spitalstrasse 51, 4056, Basel, Switzerland
    • Ward, Thomas. Department of Chemistry, University of Basel, Spitalstrasse 51, 4056, Basel, Switzerland
    Document Type
    • Postprint
    Language
    • English
    Published in
    • Catalysis Letters, 2014, vol. 144, no. 3, p. 373-379. Springer US; http://www.springer-ny.com
    Other Version
    OAI-PMH Identifier
    • oai:doc.rero.ch:325552
    Summary
    Nine biotinylated Grubbs-Hoveyda and Grubbs-type metathesis catalysts were synthesized and evaluated in ring closing metathesis reactions of N-tosyl diallylamine and 5-hydroxy-2-vinylphenyl acrylate. Their catalytic activity in organic- and aqueous solvents was compared with the second generation Grubbs-Hoveyda catalyst. The position of the biotin-moiety on the N-heterocyclic carbene was found to critically influence the catalytic activity of the corresponding ruthenium-based catalysts. Graphical Abstract: