Bria, M., Bigot, J., Cooke, G. , Lyskawa, J., Rabani, G., Rotello, V. M. and Woisel, P. (2009) Synthesis of a polypseudorotaxane, polyrotaxane, and polycatenane using 'click' chemistry. Tetrahedron, 65(1), pp. 400-407. (doi: 10.1016/j.tet.2008.10.005)
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Abstract
The synthesis of a polypseudorotaxane, polyrotaxane, and polycatenane containing the electron-deficient cyclophane cyclobis(paraquat-p-phenylene) (CBPQT(4+)) subunit in the side chain is described. These interlocked supramolecular polymers have been prepared from an azide-functionalized polystyrene derivative and an acetylene-functionalized [2]rotaxane, [2]catenane and their parent tetracationic cyclophane via Cu(I)-catalyzed 1,3 dipolar cycloadditions ('click chemistry'). The synthesis and characterization of the polymers and intermediates has been described using IR, H-1 NMR, UV spectroscopies, and voltammetry. We have shown that the CBPQT(4+) unit of the side chain polystyrene derivative has the ability to reversibly undergo complexation with a complementary dialkoxynaphthatene derivative. .
Item Type: | Articles |
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Keywords: | 1,3-DIPOLAR CYCLOADDITIONS <2>CATENANE ARCHITECTURES CATALYZED AZIDE-ALKYNE CHAIN CHEMISTRY Click chemistry CYCLOBIS(PARAQUAT-P-PHENYLENE) Interlocked molecules INTERLOCKED STRUCTURES IR MOLECULAR MECCANO NMR POLYMERS rotaxanes SOLID-PHASE SPECTROSCOPY SUPRAMOLECULAR POLYMERS TERMINAL ALKYNES UNIT |
Status: | Published |
Refereed: | Yes |
Glasgow Author(s) Enlighten ID: | Cooke, Professor Graeme and Rabani, Dr Gouher |
Authors: | Bria, M., Bigot, J., Cooke, G., Lyskawa, J., Rabani, G., Rotello, V. M., and Woisel, P. |
College/School: | College of Science and Engineering > School of Chemistry |
Journal Name: | Tetrahedron |
ISSN: | 0040-4020 |
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