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Unusual Inversion Phenomenon of β‐Cyclodextrin Dimers in Water
Author(s) -
Menuel Stéphane,
Azaroual Nathalie,
Landy David,
Six Natacha,
Hapiot Frédéric,
Monflier Eric
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201003221
Subject(s) - cyclodextrin , nuclear magnetic resonance spectroscopy , chemistry , spectroscopy , phenomenon , crystallography , inversion (geology) , stereochemistry , materials science , physics , organic chemistry , geology , paleontology , quantum mechanics , structural basin
A conformational analysis of three triazole‐containing bridged bis‐β‐ 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° 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.