Electron density shift in imidazolium derivatives upon complexation with cucurbit[6]uril.
In this study, we have investigated the supramolecular interaction between series of 1-alkyl-3-methylimidazolium guests with variable alkyl substituent lengths and cucurbit[6]uril (CB6) in the solution and the solid state. Correct interpretation of (1)H NMR spectra was a key issue for determining the binding modes of the complexes in solution. Unusual chemical shifts of some protons in the (1)H NMR spectra were explained by the polarization of the imidazolium aromatic ring upon the complexation with the host. The formation of 1:1 complex between 1-ethyl-3-methylimidazolium and CB6 is in disagreement with previously reported findings describing an inclusion of two guest molecules in the CB6 cavity.
Kolman
Viktor
V
Department of Chemistry, Masaryk University, Kotlarska 2, 61137 Brno, Czech Republic.
Marek
Radek
R
Strelcova
Zora
Z
Kulhanek
Petr
P
Necas
Marek
M
Svec
Jan
J
Sindelar
Vladimir
V
D001952:Bridged-Ring Compounds / Q000737:chemistry*; D004583:Electrons; D007093:Imidazoles / Q000737:chemistry*; D052578:Ionic Liquids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils
D001952:Bridged-Ring Compounds; D007093:Imidazoles; D052578:Ionic Liquids; C454805:cucurbit(6)uril; D047028:Macrocyclic Compounds; D000099246:Cucurbit(n)urils