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Cellulose-click-ferrocenes as docking spots for cyclodextrin

Authors

  • Helmut Ritter,

    Corresponding author
    1. Institute of Organic Chemistry and Macromolecular Chemistry II, Heinrich-Heine-University of Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
    • Institut für Organische Chemie und Makromolekulare Chemie, Lehrstuhl für Präparative Polymerchemie, 26.33, Ebene 00, Raum 40, Universitätsstraße 1, D-40225 Düsseldorf, Germany.
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  • Berit Knudsen,

    1. Institute of Organic Chemistry and Macromolecular Chemistry II, Heinrich-Heine-University of Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
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  • Beate E. Mondrzik,

    1. Institute of Organic Chemistry and Macromolecular Chemistry II, Heinrich-Heine-University of Düsseldorf, Universitätsstraße 1, D-40225 Düsseldorf, Germany
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  • Robert Branscheid,

    1. Institute of Physical Chemistry, Johannes Gutenberg-Universität of Mainz, Welderweg 11, D-55099 Mainz, Germany
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  • Ute Kolb

    1. Institute of Physical Chemistry, Johannes Gutenberg-Universität of Mainz, Welderweg 11, D-55099 Mainz, Germany
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Abstract

A novel synthesis of ferrocene-modified cellulose, prepared from 6-azido-6-deoxy-cellulose and ethynylferrocene, is presented. The two components were coupled via copper-catalyzed click-type cycloaddition under microwave-assisted conditions. The surface structure of the cellulose derivative was investigated in comparison with that of pure, microcrystalline cellulose using electron microscopy (scanning, transmission and scanning transmission), showing iron atoms of ferrocene as homogeneously distributed particles. They are detectable as clear signals in the energy-dispersive X-ray profile. In addition, Rame-β-cyclodextrin was supramolecularly attached to cellulose and the complex formed was studied by use of 2D ROESY NMR and dynamic light scattering. Copyright © 2012 Society of Chemical Industry

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