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Org Lett. 2011 Jun 17;13(12):3044-7. doi: 10.1021/ol200911w. Epub 2011 May 19.

Size selective supramolecular cages from aryl-bisimidazolium derivatives and cucurbit[8]uril.

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1
Melville Laboratory for Polymer Synthesis, Department of Chemistry, University of Cambridge, Cambridge CB2 1EW, United Kingdom.

Abstract

A series of bisimidazolium salts were synthesized as novel guests for the macrocyclic host molecule cucurbit[8]uril (CB[8]). These bisimidazolium-CB[8] binary complexes exhibited a unique cage structure with the imidazolium rings acting as lids, leading to a size-dependent binding selectivity by altering the hydrophobic linker between the two imidazolium moieties. This new class of CB[8] complexes was also capable of binding small solvent molecules, including acetone, acetonitrile, diethyl ether, and tetrahydrofuran (THF) in an aqueous environment.

PMID:
21595460
DOI:
10.1021/ol200911w
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