R. Ungaro et al., NEW SYNTHETIC RECEPTORS BASED ON CALIX[4]ARENES FOR THE SELECTIVE RECOGNITION OF IONS AND NEUTRAL MOLECULES, Pure and applied chemistry, 68(6), 1996, pp. 1213-1218
The conformational properties of calix[4]arene derivatives have been e
xploited to synthesize new receptors for the selective encapsulation o
f metal ions and neutral molecules. 1,3-Dialkoxycalix[4]arene-crown-5
conformers fixed in the 1,3-alternate structure are the most selective
potassium ionophores known sofar which have a K+/Na+ selectivity high
er than valinomycin. The corresponding crown-6 derivatives show a very
high Cs+/Na+ selectivity which allows their use in the removal of Cs-
137 from highly salted radioactive waste. Highly preorganized and rigi
d cone calix[4]arene derivatives, in which the C-2v double left right
arrow C-2v interconversion is inhibited after the introduction of brid
ges at the lower and upper rim, are able to complex small organic mole
cules having acidic CH groups, both in the gas phase and in CDCl3 solu
tion.