Cesium complex of an unsymmetrical calix[4]crown-dibenzocrown-6

An unsymmetrical calix[4]-bis-crown ether having both conventional crown-6 and dibenzocrown-6 rings in a fixed 1,3-alternate conformation was synthesi zed with good yield by the reaction of a monocyclic calix[4]crown-6 with di benzodimesylate in the presence of cesium carbonate. The cesium ion selecti vity among alkali metal ions increased compared to symmetrical calix[4]-bis -crown-6. The solid state structure of the ligand-cesium complex illustrate s a 1:2 complex ratio. On the contrary, in solution, e.g., extraction equil ibrium and H-1 NMR experiment gave a 1:1 complex ratio. From the result of the chemical shift change upon metal ion complex, the cesium ion seems to p refer the dibenzocrown loop to the conventional crown-6 ring.