Anion receptors based on ureidocalix[4]arenes immobilised in the partial cone conformation

A novel method enabling the synthesis of receptors based on the calix[4]arenes immobilized in the partial cone conformation is reported. The application of a protection/deprotection strategy using nosyl groups enables the regioselective introduction of functional groups (NO2 and NH2) into the upper...

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Bibliographic Details
Published inNew journal of chemistry Vol. 37; no. 1; pp. 220 - 227
Main Authors Hudecek, Oldrich, Budka, Jan, Dvorakova, Hana, Curinova, Petra, Cisarova, Ivana, Lhotak, Pavel
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2013
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
RECOGNITION
1,3-ALTERNATE
COMPLEXATION
BINDING
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Summary:A novel method enabling the synthesis of receptors based on the calix[4]arenes immobilized in the partial cone conformation is reported. The application of a protection/deprotection strategy using nosyl groups enables the regioselective introduction of functional groups (NO2 and NH2) into the upper rim of calix[4] arenes, leading finally to the substitution pattern so far inaccessible to calixarene chemistry. The introduction of two ureido functions at the para positions of the partial cone conformer yields a novel type of receptor which can bind anions even in a highly competitive solvent (DMSO). This revealed that the partial cone conformation, so far rather ignored in supramolecular chemistry, can be also very useful in design of novel anion receptors.
ISSN:1144-0546
1369-9261
DOI:10.1039/c2nj40724h