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Synthesis of cyclodextrin derivatives suitable for binding to solid supports
Kasal, Petr ; Jindřich, Jindřich (advisor) ; Kraus, Tomáš (referee) ; Lhoták, Pavel (referee)
Synthesis of cyclodextrin derivatives suitable for binding to solid supports This presented doctoral thesis studies the preparation of new cyclodextrin (CD) derivatives suitable for binding to solid supports. This work aims to develop synthetic protocols for monosubstituted and selectively persubstituted CD derivatives possessing permanent positive charges. These compounds have the potential to be electrostatically bound to negatively charged supports, including silica gel, alumina, Nafion® , cation exchange resins, etc. Compared to the covalent bond, the advantages of this electrostatic binding are mainly the easiness of modification and maintenance. Dipping solid support for a defined time into a solution of charged CD derivatives should ensure the bond between positively and negatively charged partners. Thus, this thesis is divided into several parts. The first part covers the preparation of neopentyl skeleton compounds (anchors) bearing positive charges suitable for ionic bonding with negatively charged solid supports, and a reactive functional group suitable for a reaction with CD derivatives. The first partially successful synthetic tries are described, together with various leaving groups kinetic studies performed by NMR spectroscopy. The final synthesis of anchors developed with potential...
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