NEW CRYPTASPHERANDS AND THEIR COMPLEXATION PROPERTIES WITH THE ALKALI-METAL IONS

New cryptaspherands 5-7 were prepared in 50-63% yields by treating 1 m ol of the appropriate dioxa- or oxaalkanediamine with 2 mols of omethy l)-2-methoxy-5-methylphenyl]-4-methylanisole in acetonitrile using Na2 CO3 as the base. The affinities of these ligands for the alkali metal ions in a CHCl3-DMSO mixture were determined by a titration calorimetr ic procedure. The resulting log K, Delta H, and T Delta S values are c ompared to those for the interaction of two cryptahemispherands (3 and 4) prepared by the reported procedures. The more rigid cryptaspherand s 5-7 were more selective for Cs+ over K+ or Na+ than the cryptahemisp herands. The structure of new nitro-substituted cryptahemispherand 3 w as determined by X-ray diffraction methods.