Synthesis and surface grafting of a β-cyclodextrin dimer facilitating cooperative inclusion of 2,6-ANS

Autor: Reinhard Wimmer, Laurent Duroux, Lars Wagner Städe, Kyoko Shimizu, Thorbjørn Terndrup Nielsen, Kim Lambertsen Larsen
Jazyk: angličtina
Rok vydání: 2015
Předmět:
Zdroj: Städe, L W, Nielsen, T T, Duroux, L, Wimmer, R, Shimizu, K & Larsen, K L 2015, ' Synthesis and surface grafting of a β-cyclodextrin dimer facilitating cooperative inclusion of 2,6-ANS ', Beilstein Journal of Organic Chemistry, vol. 11, pp. 514-523 . https://doi.org/10.3762/bjoc.11.58
Beilstein Journal of Organic Chemistry, Vol 11, Iss 1, Pp 514-523 (2015)
Beilstein Journal of Organic Chemistry
DOI: 10.3762/bjoc.11.58
Popis: 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.
Databáze: OpenAIRE