Cyclodextrin sidechain polyesters — synthesis and inclusion of adamantan derivatives

Abstract

Abstract An efficient synthesis of a cyclodextrin polymer by a polymer‐analogous reaction of lithium β‐cyclodextrinate with poly[( N ‐vinyl‐2‐pyrrolidinone)‐ co ‐(maleic anhydride)] is described. Because cyclodextrin polymer is highly water‐soluble, its binding of guests, like 1‐adamantanamine and l‐adamantanecarboxylic acid, could be investigated by titration microcalorimetry. All cyclodextrin moieties are accessible by the guest within the polymer, but binding constants are slightly lower than those for native β‐cyclodextrin. Binding constants are influenced by Coulomb interactions between the guest and the anionic polymer backbone.