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Issue 13, 2013
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‘Click’ functionalised polymer resins: a new approach to the synthesis of surface attached bipyridinium and naphthalene diimide [2]rotaxanes

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Abstract

Herein we describe the design and synthesis of a series of solid-tethered [2]rotaxanes utilising crown ether-naphthalene diimide or crown ether-bipyridinium host guest interactions. TentaGel polystyrene resins were initially modified in a two-stage procedure to azide functionalised beads before the target supramolecular architectures were attached using a copper catalysed “click” procedure. The final assembly was examined using IR spectroscopy and gel-phase 1H High Resolution Magic Angle Spinning (HR MAS) NMR spectroscopy. The HR MAS technique enabled a direct comparison between the solid-tethered architectures and the synthesis and characterisation of analogous solution-based [2]rotaxanes to be made.

Graphical abstract: ‘Click’ functionalised polymer resins: a new approach to the synthesis of surface attached bipyridinium and naphthalene diimide [2]rotaxanes

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Publication details

The article was received on 23 Nov 2012, accepted on 22 Jan 2013, published on 05 Feb 2013 and first published online on 05 Feb 2013


Article type: Paper
DOI: 10.1039/C3OB27273G
Citation: Org. Biomol. Chem., 2013,11, 2105-2115
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    ‘Click’ functionalised polymer resins: a new approach to the synthesis of surface attached bipyridinium and naphthalene diimide [2]rotaxanes

    H. Wilson, S. Byrne, N. Bampos and K. M. Mullen, Org. Biomol. Chem., 2013, 11, 2105
    DOI: 10.1039/C3OB27273G

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