Beilstein J. Org. Chem.2019,15, 1321–1330, doi:10.3762/bjoc.15.131
., acetaldehyde – ethanal, CH3CHO) are required in condensation reactions with resorcinol and pyrogallol [1]. Thiacalixarenes are macrocycles (or cyclic oligomers) based on a condensation of the same phenol derivatives and sulfur [2]. They are characterized by a larger cavity size than the conventional
calixarenes (with the same repeating units). The sulfur functionalities are stated to provide better metal complexation [3]. Unmodified calixarenes and thiacalixarenes are sparingly soluble, have chemical and thermal stability and act as host molecules as they possess cavities, but their inclusion properties
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Graphical Abstract
Scheme 1:
Schematic representation of the structures of p-sulfonatocalix[4]arene (C[4]A) and p-sulfonatothiac...
Beilstein J. Org. Chem.2017,13, 1940–1949, doi:10.3762/bjoc.13.188
receptor. In contrast to the 1,3-disubstituted macrocycle containing two N-(4’-nitrophenyl)acetamide moieties, the 1,2-disubstituted thiacalix[4]arene, which contains only one such fragment and a N,N-diethylacetamide moiety, selectively binds F− anions.
Keywords: anion binding; synthesis; thiacalixarenes
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Graphical Abstract
Scheme 1:
Synthesis of 1,3-di- and tetrasubstituted thiacalix[4]arenes 2 and 3. Conditions: (i) macrocycle 1 ...