THE INTRAMOLECULAR INCLUSION OF AROMATIC ESTERS WITHIN BETA-CYCLODEXTRIN AS A FUNCTION OF CHAIN-LENGTH - A DETAILED NMR-STUDY

p-Substituted aromatic esters were attached to the C2 hydroxyl groups of beta-cyclodexuin (beta-CD) through amide linkages with omega-aminoa lkyl ethers. The inclusion of the aromatic moiety in the beta-CD cavit y was studied by H-1 and C-13 NMR techniques. A chain length of five c arbon atoms allow complete intramolecular inclusion of the aromatic ri ng. This derivative was found to be the least susceptible to hydrolysi s at pH 9.8 at two different concentrations due to the shielding effec t of the inclusion process on the ester function. Other derivatives we re also studied as controls.