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Bambusuril analogs based on alternating glycoluril and xylylene units

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LÍZAL Tomáš ŠINDELÁŘ Vladimír

Rok publikování 2019
Druh Článek v odborném periodiku
Časopis / Zdroj Beilstein journal of organic chemistry
Fakulta / Pracoviště MU

Přírodovědecká fakulta

Citace
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Doi http://dx.doi.org/10.3762/bjoc.15.124
Klíčová slova bambusurils; conformers; glycolurils; macrocycles; supramolecular chemistry
Popis The glycoluril monomer is a popular building block in supramolecular chemistry as it is used for the synthesis of versatile host molecules which can interact with cationic, anionic or neutral guest molecules. Here we present the design and synthesis of a new hybrid macrocycle containing glycoluril and aromatic units. The reaction afforded a mixture of macrocyclic homologues from which a two-membered macrocycle was isolated as the main product. Two disastereomers of the macrocycle were separated and characterized by means of NMR spectroscopy and X-ray crystallography. Conformational changes of these diastereomers were investigated using DFT models and variable-temperature NMR.
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