Anion-Free Bambus[6]uril and Its Supramolecular Properties

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Authors

ŠVEC Jan DUŠEK Michal FEJFAROVÁ Karla ŠTACKO Peter KLÁN Petr KAIFER Angel E. WEI Li HUDEČKOVÁ Edita ŠINDELÁŘ Vladimír

Year of publication 2011
Type Article in Periodical
Magazine / Source Chemistry - A European Journal
MU Faculty or unit

Faculty of Science

Citation
Web http://onlinelibrary.wiley.com/doi/10.1002/chem.201003683/pdf
Doi http://dx.doi.org/10.1002/chem.201003683
Field Organic chemistry
Keywords anion receptors; halides; supramolecular chemistry; macrocycles
Description Methods for the preparation of anion-free bambus[6]uril (BU6) are presented. They are based on the oxidation of iodide anion, which is bound inside the macrocycle, utilizing dark oxidation by hydrogen peroxide or photooxidation in the presence of titanium dioxide. Anion-free BU6 was found to be insoluble in any of the investigated solvents, however, it dissolves in the presence of the tetrabutylammonium salt of a suitable anion. The highest association constant (8.9x10E5 1/M) was found for the 1:1 complex of BU6 with TBAI in acetonitrile/water mixture. A number of crystal structures of BU6 complexes with various anions were obtained.
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