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

Hannah Wilson; Sean Byrne; Nick Bampos; Kathleen M. Mullen

doi:10.1039/C3OB27273G

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

Hannah Wilson,^a Sean Byrne,^a Nick Bampos^b and Kathleen M. Mullen*^a

* Corresponding authors

^a School of Chemistry, Physics and Mechanical Engineering, Queensland University of Technology, Brisbane, Australia
E-mail: kathleen.mullen@qut.edu.au
Tel: +61 (0)7313 82393

^b Department of Chemistry, Lensfield Road, Cambridge, UK

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.

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Publication details

The article was received on 23 Nov 2012, accepted on 22 Jan 2013 and first published 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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Organic & Biomolecular Chemistry

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

Abstract

Supplementary files

Publication details

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

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