Synthesis and Guest-Binding Behavior of Water-Soluble Cyclophanes Bearing PEG Residues

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DOI: 10.4236/aces.2014.44045    3,402 Downloads   4,269 Views  Citations

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.

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Hayashida, O. , Nakamura, Y. and Sato, T. (2014) Synthesis and Guest-Binding Behavior of Water-Soluble Cyclophanes Bearing PEG Residues. Advances in Chemical Engineering and Science, 4, 409-416. doi: 10.4236/aces.2014.44045.

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