Merging Bambus[6]uril and Biotin[6]uril into an Enantiomerically Pure Monofunctionalized Hybrid Macrocycle

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Authors	DEL MAURO Arico LAPEŠOVÁ Jana RANDO Carola ŠINDELÁŘ Vladimír
Year of publication	2024
Type	Article in Periodical
Magazine / Source	Organic Letters
MU Faculty or unit	Faculty of Science
Citation
web	https://pubs.acs.org/doi/10.1021/acs.orglett.3c03715
Doi	http://dx.doi.org/10.1021/acs.orglett.3c03715
Keywords	Anions; Carboxyls; Cavities; Macrocycles; Supramolecular chemistry
Attached files	2367002.pdf
Description	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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