Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 14, Pages 3949-3955Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201003221
Keywords
calorimetry; conformational analysis; cyclodextrins; host-guest chemistry; NMR spectroscopy
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Funding
- CNRS
- Ministere de l'Enseignement Superieur et de la Recherche
- The Agence Nationale de la Recherche [ANR-07-CP2D-05-02]
- Region Nord-Pas de Calais (France)
- Ministere de la Jeunesse, de l'Education Nationale et de la Recherche (MJENR)
- Fonds Europeens de Developpement Regional (FEDER)
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A conformational analysis of three triazole-containing bridged bis-beta-cyclodextrins (CD) has been carried out to evaluate their recognition ability. NMR spectroscopy and ITC measurements clearly demonstrate that one of the CD glucopyranose units undergoes a 360 degrees rotation in water so that the spacer linking the two CDs is deeply included into one of the CD cavities. The amplitude of this inversion phenomenon depends on the nature of the spacer and results in a limited accessibility to the CD cavities in line with previous catalytic results.
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