β-Cyclodextrin-Glycerol Dimers: Synthesis and NMR Conformational Analysis

被引:16
|
作者
Legros, Vanessa [1 ]
Vanhaverbeke, Cecile [2 ]
Souard, Florence [2 ]
Len, Christophe [3 ]
Desire, Jerome [1 ]
机构
[1] Univ Poitiers, CNRS, Inst Chim Milieux & Mat Poitiers, UMR 7285, F-86022 Poitiers, France
[2] Univ Grenoble 1, CNRS, Dept Pharmacochim Mol, ICMG FR 2607,UMR 5063, F-38041 Grenoble, France
[3] Univ Technol Compiegne, ESCOM, EA 4297, Ctr Rech Royallieu, F-60205 Compiegne, France
关键词
Cyclodextrins; Glycerol; Click chemistry; Conformation analysis; COOPERATIVE BINDING; ALPHA; INCLUSION; CHEMISTRY; BEHAVIOR; ACCESS;
D O I
10.1002/ejoc.201201716
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of new -cyclodextrin dimers linked through their primary faces by different glycerol-like moieties by click chemistry is described. The unusual behaviour of these cyclodextringlycerol dimers in aqueous solution has been studied by NMR spectroscopy. We show that, depending on the length of the linking arm between the two cyclodextrins, the dimers could adopt very different conformations in water: symmetrical or pseudo[1]rotaxane-like structures through one D-glucopyranose unit tumbling in one -cyclodextrin.
引用
收藏
页码:2583 / 2590
页数:8
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