engleski

Investigation of inclusion complexes of diamondoid ammonium salts with cyclodextrins

Adamantane and diamantane derivatives are used as guest molecules in supramolecular inclusion complexes due to their unique structure.Cucurbituril hosts (CBs) bind diamondoid ammonium salts very strongly, with binding constants up to 1015 mol–1dm3 . [1] The next step was to broaden the scope of the research to a new series of guest compounds as well as other host molecules like cyclodextrins (CDs). [2a] Namely, CDs are important host macromolecules in supramolecular chemistry with broad applications in pharmacology, biotechnology, catalysis, nanotechnology, etc. [2b] Herein we present the synthesis of a continued series of diamondoid ammonium salts, and a detailed thermodynamic study of their complexation with β- and γ-CDs. The complex stability constants were determined by ITC and 1H NMR titrations in aqueous solutions. Structures of the complexes and relevant interactions that occur between host and guest species were examined by 1H1H NOESY NMR experiments. The obtained results provided a deeper insight into the thermodynamics of hydrophobically driven complexation and structural characteristics of the corresponding supramolecules as well as a useful tool for the design a next generation of guest compounds.

Cyclodextrins ; Diamondoid Ammonium Salts ; Supramolecular Chemistry ; Host-guest complexes ; NMR titrations

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