Beilstein J. Org. Chem.2012,8, 201–226, doi:10.3762/bjoc.8.22
species. Applications in fields as diverse as ion selective electrode modifiers, fluorescence sensors, fullerene separations and biomimetic chemistry are described.
Keywords: calixarenes; host–guest chemistry; macrocycles; oxacalixarenes; Introduction
Calixarenes, macrocycles which are widely used in
]. When one or more CH2 bridges are replaced by CH2OCH2 groups the macrocycles are known as homooxacalixarenes, or simply oxacalixarenes. The presence of the heteroatom is reflected in the name of the compound, for example, p-tert-butylcalix[4]arene (1) with a CH2OCH2 group instead of a CH2 bridge is p
complementarity between the arrangement of phenolic groups and the preferred coordination environment of Na+. Removal of the tert-butyl groups through a conventional AlCl3 driven retro-Friedel–Crafts de-tert-butylation reaction, as seen in other calixarenes, is unsuccessful in the case of oxacalixarenes
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Graphical Abstract
Figure 1:
Calixarenes and expanded calixarenes: p-tert-Butylcalix[4]arene (1), p-tert-butyldihomooxacalix[4]a...