Institute of Organic Chemistry and Macromolecular Chemistry, Heinrich-Heine-University Duesseldorf, Universitaetsstraße 1, 40225 Duesseldorf, Germany.
Beilstein J Org Chem. 2013 Apr 29;9:827-31. doi: 10.3762/bjoc.9.94. Print 2013.
Mono-(6-azido-6-deoxy)-β-cyclodextrin (CD) was covalently attached to an alkyne-modified 5-methyl-2-(pyridin-2-yl)thiazol-4-ol yielding a fluorophore containing CD in a click-type reaction. Intermolecular complexes were formed by poly(host-guest)-interactions. The supramolecular structures were characterized by (1)H NMR-ROESY spectroscopy, dynamic light scattering, UV-vis spectroscopy, fluorescence spectroscopy, and asymmetric flow field-flow fractionation. By adding potassium adamantane-1-carboxylate, the thiazol dye is displaced from the CD-cavity and the elongated noncovalent polymeric structures collapse.
单-(6-叠氮基-6-去氧)-β-环糊精（CD）通过点击反应与炔基修饰的 5-甲基-2-（2-吡啶基）-4-噻唑醇共价连接，生成含有 CD 的荧光团。通过超分子相互作用形成分子间复合物。通过（1）H NMR-ROESY 光谱、动态光散射、紫外-可见光谱、荧光光谱和不对称流场流分离对超分子结构进行了表征。通过添加金刚烷-1-羧酸钾，噻唑染料从 CD 腔内被取代，伸长的非共价聚合物结构坍塌。
