Synthesis and ESI-MS Alkali Metal Ion Binding Selectivities of Cone, Partial Cone, and 1,3-Alternate 1,3-Bis(a-picolyloxy)-p-tert-butylcalix[4]arene Crown-6 and 1,1'-Binaphthalene-2,2'-diyl Crown-6 Conformers
Collect. Czech. Chem. Commun. 2004, 69, 1109
G. Ferguson, A. J. Lough, A. Notti, S. Pappalardo, M. F. Parisi, G. Resnati
1,3-Bis(a-picolyloxy)-p-tert-butylcalix[4]arene Crown-6 and 1,1
1,3-Bis(a-picolyloxy)-p-tert-butylcalix[4]arene Crown-6 and 1,1'-Binaphthalene-2,2'-diyl Crown-6
ABSTRACT
The syntheses of 1,3-bis(alpha-picolyloxy)-p-tert-butylcalix[4]arene crown-6 and 1,1'-binaphthalene2,2'-diyl crown-6 title conformers have been achieved by two complementary synthetic strategies. The structure and conformation of all new compounds have been firmly established by NMR spectroscopy, and proven by X-ray analysis. The alkali metal ion binding selectivities of the two series of calixarenes have been evaluated in competitive complexation experiments by electrospray ionization mass spectrometry.