Monitoring the thermodynamically-controlled formation of diimide-based resin-attached rotaxanes by gel-phase HR MAS 1H NMR spectroscopy

Kathleen M. Mullen; Ken D. Johnstone; Matthew Webb; Nick Bampos; Jeremy K. M. Sanders; Maxwell J. Gunter

doi:10.1039/B716325H

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Monitoring the thermodynamically-controlled formation of diimide-based resin-attached rotaxanes by gel-phase HR MAS ¹H NMR spectroscopy†

Kathleen M. Mullen,^a Ken D. Johnstone,^a Matthew Webb,^b Nick Bampos,^b Jeremy K. M. Sanders^b and Maxwell J. Gunter*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, School of Science and Technology, the University of New England, Armidale, Australia
E-mail: mgunter@une.edu.au
Fax: +612 6773 3268
Tel: +612 6773 2767

^b University Chemical Laboratory, University of Cambridge, Lensfield Rd, Cambridge, UK
E-mail: nb10013@cam.ac.uk, jkms@cam.ac.uk
Fax: +441223 336017
Tel: +44 1223 336411

Abstract

The thermodynamically controlled self-assembly of rotaxane and pseudorotaxane systems consisting of (i) a naphthodiimide thread unit terminated at one end with a pyridine ligand, and covalently linked at the other to a gel-phase polystyrene resin support, (ii) a dinaphtho-crownether shuttle unit, and (iii) a ruthenium carbonyl metalloporphyrin stopper unit, is investigated by high resolution magic angle spinning proton (HR MAS ¹H) NMR spectroscopy. The effects of variable concentration of the solution-phase components, the temperature, and added Li⁺ and Na⁺ ions are described, and the limitations of the technique are addressed. The dynamic behaviour is compared directly to the solution-phase analogues, where a bulky stopper group is substituted for the polystyrene resin bead.

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Supplementary files

A description of methods and procedures for gel-phase HR MAS spectroscopy, including limitations of the technique, and problems associated with quantitation PDF (72K)

Article information

DOI: https://doi.org/10.1039/B716325H
Article type: Paper
Submitted: 23 Oct 2007
Accepted: 19 Nov 2007
First published: 06 Dec 2007

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Org. Biomol. Chem., 2008,6, 278-286

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Monitoring the thermodynamically-controlled formation of diimide-based resin-attached rotaxanes by gel-phase HR MAS ¹H NMR spectroscopy

K. M. Mullen, K. D. Johnstone, M. Webb, N. Bampos, J. K. M. Sanders and M. J. Gunter, Org. Biomol. Chem., 2008, 6, 278 DOI: 10.1039/B716325H

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Organic & Biomolecular Chemistry