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Synthesis and Guest-Binding Behavior of Water-Soluble Cyclophanes Bearing PEG Residues
Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
- 1 Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
- 2 Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
- 3 Department of Chemistry, Faculty of Science, Fukuoka University, Fukuoka, Japan
Advances in Chemical Engineering and Science·Volume 04 (2014)·Pages 409–416·Published 17 September 2014·DOI10.4236/aces.2014.44045
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Abstract
A water-soluble cyclophane (1) having poly(ethylene glycol) (PEG) moieties has been prepared from a tetraazide-functionalized cyclophane derivative and four poly(ethylene glycol) methyl ether acetylenes by Cu(I)-catalyzed 1,3 dipolar cycloadditions (click chemistry). An analogous derivative having a pyrene moiety (2) was also prepared in a similar manner. The guest-binding behavior of 1 and 2 toward anionic guests such as 6- p -toluidinonaphthalene-2-sulfonate was investigated by fluorescence spectroscopy. The binding constants ( K ) of the host-guest complexes were evaluated.
KeywordsHost-Guest ChemistryWater-Soluble CyclophanePoly(Ethylene Glycol)
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