Inclusion of Carboxyl Function Inside of Cucurbiturils and its Use in Molecular Switches

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Authors

KOLMAN Viktor KULHÁNEK Petr ŠINDELÁŘ Vladimír

Year of publication 2010
Type Article in Periodical
Magazine / Source Chemistry – An Asian Journal
MU Faculty or unit

Faculty of Science

Citation
Web http://www3.interscience.wiley.com/journal/122453487/abstract
Field Organic chemistry
Keywords cucurbiturils;host-guest systems;ionic liquids;supramolecular chemistry
Description We have prepared organic guest molecules in which two pyridinium rings are connected through an aromatic/aliphatic bridge bearing a carboxyl group. The supramolecular interactions between these guests and macrocyclic hosts cucurbit[7]uril (CB7) and cucurbit[8]uril (CB8) has been studied. We have demonstrated that the binding modes of the complexes depend on type of central bridge present in guest molecules and the size of the the the macrocycle. We have also showed that the binding mode between cucurbiturils and guests with aromatic bridges is pH independent. On the other hand, a guest containing an aliphatic bridge and CB7 formed a pseudorotaxane, which behaved as a pH-driven molecular switch.
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