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Development of a heterogeneous catalytic system using multiply charged cyclodextrins and proline-based organocatalysts
Zelený, Jan ; Jindřich, Jindřich (advisor) ; Baszczyňski, Ondřej (referee)
Cyclodextrins are a class of organic molecules consisting of a cyclic system of α(1→4) linked glucose units. These compounds possess a range of interesting properties and can be derivatised to suit various industrial and scientific purposes. Among their derivatives are so- called multiply charged cyclodextrins, the development and application of which is an essential part of our group's research interest. These cyclodextrin derivatives are capable of binding electrostatically to different solid sorbents, such as silicagel or alumina. This electrostatic interaction is mediated by an array of permanently positively charged moieties which are covalently attached to the primary rim of a cyclodextrin unit. The free secondary rim then offers the possibility of further derivatisation and functionalisation of this system. The resultant cyclodextrin derivative represents a modular scaffold which can be used to immobilise different functional components. This project focuses on the application of this system to the immobilisation of a Hayashi- Jørgensen-type catalyst for the purposes of heterogeneous catalysis. The work includes the assembly of the of the chosen catalytic system from its precursors and also the synthesis thereof. Furthermore, the resulting supramolecular system is tested for its catalytic...
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The pi-electron oligomers: Their synthesis and properties
Warzecha, Tomáš ; Starý, Ivo (advisor) ; Kotora, Martin (referee)
The pi-electron oligomers: Their synthesis and properties This diploma thesis is focused on the synthesis of p-oligophenyleneethynylene rods (dimer and trimer) containing laterally attached naphtalenediimide units as electron acceptor groups. These functionalised short oligomers are intended to serve as model oligodentate acceptors in the study on multiple interactions with electron rich molecules. The oligomers were assembled from building blocks such as aryl iodides and aryl alkynes bearing a naphthalenediimide unit. The functionalised monomers were combined in a stepwise way by using Sonogashira reaction to form the target p-oligophenyleneethynylene oligomers. The introductory UV-VIS spectroscopic studies on charge transfer complexes between electron donor (pyrene) and electron acceptor (a naphthalenediimide derivative) were performed. In addition, multiple noncovalent interaction between the electron acceptor dimer containing two naphthalenedimide moieties and the electron donor dimer containing two pyrene moieties were investigated by using 1 H NMR titration. The resulting oligomers and their precursors were characterized by using 1 H NMR, 13 C NMR, MS and IR spectroscopy.
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The pi-electron oligomers: Their synthesis and properties
Warzecha, Tomáš ; Starý, Ivo (advisor) ; Kotora, Martin (referee)
The pi-electron oligomers: Their synthesis and properties This diploma thesis is focused on the synthesis of p-oligophenyleneethynylene rods (dimer and trimer) containing laterally attached naphtalenediimide units as electron acceptor groups. These functionalised short oligomers are intended to serve as model oligodentate acceptors in the study on multiple interactions with electron rich molecules. The oligomers were assembled from building blocks such as aryl iodides and aryl alkynes bearing a naphthalenediimide unit. The functionalised monomers were combined in a stepwise way by using Sonogashira reaction to form the target p-oligophenyleneethynylene oligomers. The introductory UV-VIS spectroscopic studies on charge transfer complexes between electron donor (pyrene) and electron acceptor (a naphthalenediimide derivative) were performed. In addition, multiple noncovalent interaction between the electron acceptor dimer containing two naphthalenedimide moieties and the electron donor dimer containing two pyrene moieties were investigated by using 1 H NMR titration. The resulting oligomers and their precursors were characterized by using 1 H NMR, 13 C NMR, MS and IR spectroscopy.
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