EFFECT OF BETA-CYCLODEXTRIN ACETYLATION ON THE RESOLUTION OF PHENETHYLAMINES WITH CAPILLARY ELECTROPHORESIS AND NUCLEAR-MAGNETIC-RESONANCE SPECTROSCOPY

The effect of acetylation of beta-cyclodextrin (CD) on the chiral disc rimination of a series of phenethylamines has been investigated using capillary electrophoresis and nuclear magnetic resonance (NMR) spectro scopy, Therefore, pure, fully derivatized CDs were synthesized. Capill ary electrophoresis measurements revealed that the 2,3-diacetylated CD was a better discriminator than the 6-acetylated and the native CD. N MR investigations of the complexes suggest that the phenyl ring of the phenethylamines is inserted in the cavity and the side chair. interac ts with the hydroxyl rim of the macrocycle. The structures of the comp lexes indicated by the NMR results were supported by molecular models of the derivatised CDs.