Novel anion receptors based on thiacalix[4]arene derivatives

Starting from the thiacalix[4]arene tetraacetate, novel derivatives bearing four ureido or thioureido functions on the lower rim have been prepared. As proven by NMR titrations, these compounds can bind anions via hydrogen bonding interactions and represent the first example of anion receptors in th...

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Bibliographic Details
Published in:Tetrahedron 2004-12, Vol.60 (50), p.11383-11390
Main Authors: Zlatušková, Petra, Stibor, Ivan, Tkadlecová, Marcela, Lhoták, Pavel
Format: Article
Language:English
Subjects:
Anion receptor
Calixarene
Complexation
NMR titration
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Summary:Starting from the thiacalix[4]arene tetraacetate, novel derivatives bearing four ureido or thioureido functions on the lower rim have been prepared. As proven by NMR titrations, these compounds can bind anions via hydrogen bonding interactions and represent the first example of anion receptors in the thiacalixarene series. The thiacalix[4]arene-tetraacetates or diacetates ( cone) serve as a starting point for novel thiacalixarenes derivatives bearing urea or thiourea units on the lower rim. As revealed by NMR titration experiments, these compounds are preorganised for anion recognition in organic solvents.
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2004.09.088