Electron Density Shift in Imidazolium Derivatives upon Complexation with Cucurbit[6]uril

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Authors

KOLMAN Viktor MAREK Radek STŘELCOVÁ Zora KULHÁNEK Petr NEČAS Marek ŠVEC Jan ŠINDELÁŘ Vladimír

Year of publication 2009
Type Article in Periodical
Magazine / Source Chemistry - A European Journal
MU Faculty or unit

Faculty of Science

Citation
Web DOI: 10.1002/chem.200900570
Doi http://dx.doi.org/10.1002/chem.200900570
Field Organic chemistry
Keywords cucurbiturils;host-guest systems;ionic liquids;supramolecular chemistry
Attached files
Description 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 1H NMR spectra was a key issue for determining the binding modes of the complexes in solution. Unusual chemical shifts of some protons in the 1H 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.
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