Cooperative Binding of Cucurbit[n]urils and β-Cyclodextrin to Heteroditopic Imidazolium-Based Guests.
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.
Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlín , Vavrečkova 275, 760 01 Zlín, Czech Republic.
Petra
P
Branná
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.
Jarmila
J
Černochová
Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlín , Vavrečkova 275, 760 01 Zlín, Czech Republic.
Michal
M
Rouchal
CEITEC-Central European Institute of Technology, Faculty of Science, Masaryk University , Kamenice 5, 625 00 Brno, Czech Republic.
Petr
P
Kulhánek
CEITEC-Central European Institute of Technology, Faculty of Science, Masaryk University , Kamenice 5, 625 00 Brno, Czech Republic.
Martin
M
Babinský
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.
Radek
R
Marek
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.
Marek
M
Nečas
Polymer Centre, Tomas Bata University in Zlín , Vavrečkova 275, 760 01 Zlín, Czech Republic.
Ivo
I
Kuřitka
Department of Chemistry, Faculty of Technology, Tomas Bata University in Zlín , Vavrečkova 275, 760 01 Zlín, Czech Republic.
Robert
R
Vícha