O. Struck et al., HEAD-TO-HEAD LINKED DOUBLE CALIX[4]ARENES - CONVENIENT SYNTHESIS AND COMPLEXATION PROPERTIES, Journal of organic chemistry, 62(8), 1997, pp. 2487-2493
Combination of calix[4]arenes functionalized at the upper rim at the 5
- and 17-positions with amino and formyl groups, respectively, gives a
new series of ''head-to-head'' linked double calix[4]arenes in nearly
quantitative yield. The X-ray structure of a modified double calix[4]
arene is reported. The novel, highly preorganized receptor molecules c
omplex silver(I) ions (K-ass = 9.5 x 10(5) M-1 in CDCl3); the selectiv
ity of complexation was studied by supported liquid membrane transport
experiments and chemically modified field effect transistor measureme
nts.