Imidazolium-based guests containing two distinct binding epitopes are capable of binding β-cyclodextrin and cucurbit[6/7]uril (CB) simultaneously to form heteroternary 1:1:1 inclusion complexes. In the final configuration, the hosts occupy binding sites disfavored in the binary complexes because of the chemically induced reorganization of the intermediate 1:1 aggregate. In addition, the reported guests are capable of binding two CBs to form either 1:2 or 1:1:1 ternary assemblies despite consisting of a single cationic moiety. Whereas the adamantane site binds CB solely via hydrophobic interactions, the CB unit at the butyl site is stabilized by a combination of hydrophobic and ion-dipole interactions.

CEITEC Central European Institute of Technology Faculty of Science Masaryk University Kamenice 5 625 00 Brno Czech Republic

Department of Chemistry Faculty of Science Masaryk University Kamenice 5 625 00 Brno Czech Republic

Department of Chemistry Faculty of Technology Tomas Bata University in Zlín Vavrečkova 275 760 01 Zlín Czech Republic

Polymer Centre Tomas Bata University in Zlín Vavrečkova 275 760 01 Zlín Czech Republic

Citace poskytuje Crossref.org

Allosteric release of cucurbit[6]uril from a rotaxane using a molecular signal