Bambus[6]urils and biotin[6]urils are macrocycles with an exceptional affinity for inorganic anions. Here, we investigated statistical condensation of 2,4-dibenzylglycoluril and d-biotin, monomers of the corresponding macrocycles, to prepare the enantiomerically pure macrocycle 1 containing a single d-biotin and five glycoluril units. Host-guest properties of 1 in chloroform solution and solid state were investigated. The macrocycle 1 bearing a single functional group was employed in the formation of [1]rotaxane utilizing reversible covalent bonds.

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• časopisecké články MeSH

Supramolecular approaches for the quantitative anion analysis in water remain scarce due to the lack of receptors that effectively bind anions in this medium. Herein, we present a novel, fast and easy, supramolecular approach for a selective and quantitative analysis of perchlorate anions in water, coupling the UV-Vis spectroscopic method and phase-transfer extraction of anions by a water-insoluble anion receptor.

• Publikační typ
• časopisecké články MeSH

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.

• Klíčová slova
• bambusurils, conformers, glycolurils, macrocycles, supramolecular chemistry,
• Publikační typ
• časopisecké články MeSH

A new bambusuril derivative, (H)BU[6], lacking substituents on the ureidic nitrogen atoms, has been isolated and characterized. This macrocycle was prepared by the deprotection of bambusuril (PMB)BU[6]. (H)BU[6] is attractive for use as a starting compound for the preparation of other bambusuril derivatives, which was demonstrated via propargylation and the copper-catalyzed click reaction performed on the macrocycle.

• Publikační typ
• časopisecké články MeSH