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Media type:
E-Article
Title:
Uptake of Hydrocarbons in Aqueous Solution by Encapsulation in Acyclic Cucurbit[n]uril‐Type Molecular Containers
Contributor:
Lu, Xiaoyong;
Isaacs, Lyle
Published:
Wiley, 2016
Published in:
Angewandte Chemie International Edition, 55 (2016) 28, Seite 8076-8080
Language:
English
DOI:
10.1002/anie.201602671
ISSN:
1433-7851;
1521-3773
Origination:
Footnote:
Description:
<jats:title>Abstract</jats:title><jats:p>The ability of two water‐soluble acyclic cucurbit[<jats:italic>n</jats:italic>]uril (CB[<jats:italic>n</jats:italic>]) type containers, whose hydrophobic cavity is defined by a glycoluril tetramer backbone and terminal aromatic (benzene, naphthalene) sidewalls, to act as solubilizing agents for hydrocarbons in water is described. <jats:sup>1</jats:sup>H NMR spectroscopy studies and phase‐solubility diagrams establish that the naphthalene‐walled container performs as well as, or better than, CB[7] and CB[8] in promoting the uptake of poorly soluble hydrocarbons into aqueous solution through formation of host–hydrocarbon complexes. The naphthalene‐walled acyclic CB[<jats:italic>n</jats:italic>] container is able to extract large hydrocarbons from crude oil into aqueous solution.</jats:p>