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Full Paper
Easily Accessible Mono- and Polytopic β-Cyclodextrin Hosts by Click Chemistry
Article first published online: 17 OCT 2008
DOI: 10.1002/ejoc.200800728
Copyright © 2008 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Mourer, M., Hapiot, F., Tilloy, S., Monflier, E. and Menuel, S. (2008), Easily Accessible Mono- and Polytopic β-Cyclodextrin Hosts by Click Chemistry. European Journal of Organic Chemistry, 2008: 5723–5730. doi: 10.1002/ejoc.200800728
Publication History
- Issue published online: 13 NOV 2008
- Article first published online: 17 OCT 2008
- Manuscript Received: 22 JUL 2008
Funded by
- Centre National de la Recherche Scientifique (CNRS)
- Agence Nationale de la Recherche. Grant Number: ANR-07-CP2D-05-02
- Abstract
- Article
- References
- Cited By
Keywords:
- Click chemistry;
- Cycloaddition;
- Cyclodextrins
Graphical Abstract
A variety of mono- and polytopic 1,2,3-triazole β-CD derivatives have been synthesized by click chemistry. The synthetic procedure is based on the CuI-catalyzed azide–alkyne cycloaddition reaction between hydroxylated or randomly methylated β-CD monoazides and alkynyl precursors. Easy to use, the reaction is also high-yielding for many molecules.
Abstract
A great variety of mono- and polytopic β-cyclodextrin hosts have been easily synthesized by using the CuI-catalyzed azide–alkyne cycloaddition reaction. Of particular interest for their multibinding properties, dimeric and trimeric CD compounds were obtained by “clicking” mono-6-azido-β-cyclodextrin derivatives with flexible or rigid dialkynyl spacers. The reaction is general, high-yielding for some of the synthesized molecules (>80 %) and proceeds under mild conditions. (© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)