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Monosulfonated dibenzo-24-crown-8 and its properties

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dc.abstract.enIn this paper, we describe a method for preparing a monosulfonated dibenzo-24-crown-8 ether, SDB24C8, by direct sulfonation of the parent crown (DB24C8). Since neutral DB24C8 readily interacts with cationic guests, permanently charged SDB24C8 is an advantageous candidate for future supramolecular applications. SDB24C8 can be isolated as a sulfonic acid to be used as is or converted to a salt of choice. Crystallographic analysis provides the first known host–guest assembly with DB24C8-based scaffold complexing hydronium and potassium cations. Supramolecular investigations of the interactions of this anionic macrocycle with alkali cations were also performed. According to expectations, the introduction of the sulfonic group into the DB24C8 scaffold increases the affinities of the receptor. An unusual selectivity of SDB24C8 towards sodium cation was also observed and further investigated with DFT calculations.
dc.affiliationUniwersytet Warszawski
dc.contributor.authorWoźniak, Krzysztof
dc.contributor.authorTrzybiński, Damian
dc.contributor.authorNarodowiec, Jakub
dc.contributor.authorDąbrowa, Kajetan
dc.contributor.authorWoźny, Mateusz
dc.date.accessioned2024-01-25T12:54:09Z
dc.date.available2024-01-25T12:54:09Z
dc.date.issued2022
dc.description.financeNie dotyczy
dc.description.number26
dc.description.volume20
dc.identifier.doi10.1039/D2OB00851C
dc.identifier.issn1477-0520
dc.identifier.urihttps://repozytorium.uw.edu.pl//handle/item/112926
dc.identifier.weblinkhttp://pubs.rsc.org/en/content/articlepdf/2022/OB/D2OB00851C
dc.languageeng
dc.pbn.affiliationchemical sciences
dc.relation.ispartofOrganic and Biomolecular Chemistry
dc.relation.pages5308-5318
dc.rightsClosedAccess
dc.sciencecloudnosend
dc.titleMonosulfonated dibenzo-24-crown-8 and its properties
dc.typeJournalArticle
dspace.entity.typePublication