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Molecular clips based on glycoluril Mgr.
Glycoluril derivatives and its dimerization
In an effort to understand the process via these structural difficult molecules are formed and thus potentially solve the problem of their poor solubility by invention of generally working method of the synthesis of their derivatives were investigated as the model system of the first stage of their formation the dimerization reactions of the protected glycolurils and consecutive isomerizations of the generated diastereomers. In addition to this study was also synthesized new derivatives of glycoluril, 1-methyl-4,6-o-xylylenglykoluril and its cyclic ether, which were subsequently used as the precursors for the synthesis of the dimer and trimer glycoluril structures.
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Glycoluril and especially its derivatives are with the curvature of their structures and ability to form hydrogen bonds ones of the suitable building blocks for larger supramolecular objects. This diploma thesis is namely focused on the isomerization of the S-dimer of 2,8-dimethylglycoluril in the diletype of hydrochloric acid which was contrary to formerly studied reactions chosen with respect to the real conditions of the cucurbituril synthesis.
Masaryk University, Faculty of Science.
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This reaction was characterized by NMR methods and was determined both its kinetic and thermodynamic parameters. Masaryk University Faculty of Science. Of those the most attention is mainly given to its macrocyclic oligomers, host molecules which are called cucurbiturils.
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Abstract Glycoluril and especially its derivatives are with the curvature of their structures and ability to form hydrogen bonds ones of the suitable building blocks for larger supramolecular objects. There is also described the synthesis of 2,8-dimethylglycoluril and its S-dimer whose isomerization to the more thermodynamic stable C-dimer was glycolurip studied.
The thesis was defended successfully. Furthermore the cross-over experiment revealed that this conversion is intermolecular process. The thesis has been checked: