Calixarenes. 23. the complexation and catalytic properties of water soluble calixarenes

Abstract

A series of-water-soluble calixarenes containing dialkylamino groups and carboxyl groups have been prepared by the p-quinonemethide route of functionalization. The formation of host-guest complexes between these calixarenes and nine aromatic hydrocarbons ranging in size from durene to decacyclene has been investigated, and a correlation between the dimensions of the hydrocarbons and the "lower rim" of the calixarene, containing the array of OH groups, has been made. A study of the effect on the acid-catalyzed hydration of N-benzyl-1,4-dihydronicotinamide by p-(carboxy-ethyl) calix[n]arenes (n = 4,5,6,7,8) has shown that the calix[6]arene is more effective than either its larger or smaller analogs. © 1988.