CALIXARENES. 23. THE COMPLEXATION AND CATALYTIC PROPERTIES OF WATER SOLUBLE CALIXARENES

Article abstract of DOI:10.1016/S0040-4020(01)86171-8

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-(carboxyethyl)calixarenes (n=4,5,6,7,8) has shown that the calix<6>arene is more effective than either its larger or smaller analogs.