Beta-cyclodextrin Modification and Host-guest Complexation: Metallo-cyclodextrin, Linked Cyclodextrin and Polymers

Most of the current interest in cyclodextrins (CD) arises from their ability to partially or fully include a wide range of guest species within their annuli to form host-guest complexes. Through modification, addition of new functionality to the cyclodextrin structure allows for the possibility of specific host-guest interactions. The first and second sections section are the preparation and characterization of a series of five linked beta-CD dimers. Their inclusion behavior with two organic dyes has been studied qualitatively by 2D 1H ROESY NMR and molecular modeling. The complexation has been quantitative studied by UV-vis, fluorescence and 1H NMR titrations. The third chapter is the preparation and characterization of a series of polycarboxymethyl-beta-cyclodextrins. The formation and enatioselective complexation of these modified beta-cyclodextrin and their metallo complexes with amino acids was studied by potentiometric titrations and 1H NMR. The third section is the preparation and characterization of a series of modified poly(acrylic acid) bearing beta-cyclodextrin and bearing hydrophobically component adamantyl with different length of side chains.