Issue 1, 2013
From the journal:

New Journal of Chemistry

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

Oldřich Hudeček,a   Jan Budka,a   Hana Dvořáková,b   Petra Cuřínová,c   Ivana Císařovád  and  Pavel Lhoták*a  

* Corresponding authors

a Department of Organic Chemistry, Institute of Chemical Technology Prague (ICT), Technicka 5, 166 28 Prague 6, Czech Republic
E-mail: lhotakp@vscht.cz
Fax: +420 220444288
Tel: +420 220445055

b Laboratory of NMR Spectroscopy, Institute of Chemical Technology Prague (ICT), Technicka 5, 166 28 Prague 6, Czech Republic

c Institute of Chemical Process Fundamentals, v.v.i., Academy of Sciences of the Czech Republic, Rozvojová 135, 165 02 Prague 6, Czech Republic

d Department of Inorganic Chemistry, Charles University, Hlavova 8, 128 43 Prague 2, Czech Republic

Abstract

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.

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

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Article information

DOI
https://doi.org/10.1039/C2NJ40724H
Article type
Paper
Submitted
14 Aug 2012
Accepted
02 Oct 2012
First published
22 Oct 2012

New J. Chem., 2013,37, 220-227

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

O. Hudeček, J. Budka, H. Dvořáková, P. Cuřínová, I. Císařová and P. Lhoták, New J. Chem., 2013, 37, 220 DOI: 10.1039/C2NJ40724H

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