Abstract
A novel β-cyclodextrin (β-CD) dimer was synthesized and surface-grafted by click chemistry onto azide-functionalized quartz surfaces in order to introduce the cooperative features of the β-CD dimer to solid surfaces. Using NMR and fluorescence spectroscopy, it is shown that the free β-CD dimer forms a 1:1 complex with the fluorescent guest molecule, 2-anilinonaphthalene-6-sulfonic acid (otherwise known not to form 1:2 complexes with parent β-CD), with an apparent association constant of 7300 M(-1). Further, it is shown using total internal reflection fluorescence spectroscopy that the inclusion of the fluorescent guest into both cavities of the β-CD dimer is maintained when grafted onto a solid surface.
Original language | English |
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Journal | Beilstein Journal of Organic Chemistry |
Volume | 11 |
Pages (from-to) | 514-523 |
Number of pages | 10 |
ISSN | 2195-951X |
DOIs | |
Publication status | Published - 2015 |
Keywords
- 2, 6-ANS
- Silicon dioxide
- Surface grafting
- Total internal reflection fluorescence spectroscopy
- β-cyclodextrin dimer