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Article: Synthesis of a [6]rotaxane with singly threaded γ-cyclodextrins as a single stereoisomer

TitleSynthesis of a [6]rotaxane with singly threaded γ-cyclodextrins as a single stereoisomer
Authors
Keywordscucurbit[6]uril
cyclodextrin
macrocycles
mechanostereoisomer
rotaxane
Issue Date2019
PublisherBeilstein-Institut. The Journal's web site is located at http://www.beilstein-journals.org/bjoc/home/home.htm
Citation
Beilstein Journal of Organic Chemistry, 2019, v. 15, p. 1829-1837 How to Cite?
AbstractA series of hetero [4]-, [5]- and [6]rotaxanes containing both cucurbit[6]uril (CB[6]) and γ-cyclodextrin (γ-CD) as the macrocyclic components have been synthesized via a threading-followed-by-stoppering approach. Due to the orthogonal binding of CB[6] to ammonium and γ-CD to biphenylene/tetra(ethylene glycol), the [n]rotaxanes display a specific sequence of the interlocked macrocycles. In addition, despite of the asymmetry of γ-CD with respect to the orthogonal plane of the axle, only one stereoisomer of the [6]rotaxane was obtained.
Persistent Identifierhttp://hdl.handle.net/10722/274834
ISSN
2023 Impact Factor: 2.2
2023 SCImago Journal Rankings: 0.517
PubMed Central ID
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorMAN, JYH-
dc.contributor.authorAu-Yeung, HY-
dc.date.accessioned2019-09-10T02:29:48Z-
dc.date.available2019-09-10T02:29:48Z-
dc.date.issued2019-
dc.identifier.citationBeilstein Journal of Organic Chemistry, 2019, v. 15, p. 1829-1837-
dc.identifier.issn1860-5397-
dc.identifier.urihttp://hdl.handle.net/10722/274834-
dc.description.abstractA series of hetero [4]-, [5]- and [6]rotaxanes containing both cucurbit[6]uril (CB[6]) and γ-cyclodextrin (γ-CD) as the macrocyclic components have been synthesized via a threading-followed-by-stoppering approach. Due to the orthogonal binding of CB[6] to ammonium and γ-CD to biphenylene/tetra(ethylene glycol), the [n]rotaxanes display a specific sequence of the interlocked macrocycles. In addition, despite of the asymmetry of γ-CD with respect to the orthogonal plane of the axle, only one stereoisomer of the [6]rotaxane was obtained.-
dc.languageeng-
dc.publisherBeilstein-Institut. The Journal's web site is located at http://www.beilstein-journals.org/bjoc/home/home.htm-
dc.relation.ispartofBeilstein Journal of Organic Chemistry-
dc.rightsThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.-
dc.subjectcucurbit[6]uril-
dc.subjectcyclodextrin-
dc.subjectmacrocycles-
dc.subjectmechanostereoisomer-
dc.subjectrotaxane-
dc.titleSynthesis of a [6]rotaxane with singly threaded γ-cyclodextrins as a single stereoisomer-
dc.typeArticle-
dc.identifier.emailAu-Yeung, HY: hoyuay@hku.hk-
dc.identifier.authorityAu-Yeung, HY=rp01819-
dc.description.naturepublished_or_final_version-
dc.identifier.doi10.3762/bjoc.15.177-
dc.identifier.pmid31467603-
dc.identifier.pmcidPMC6693375-
dc.identifier.scopuseid_2-s2.0-85070318220-
dc.identifier.hkuros305038-
dc.identifier.volume15-
dc.identifier.spage1829-
dc.identifier.epage1837-
dc.identifier.isiWOS:000480423800001-
dc.publisher.placeGermany-
dc.identifier.issnl1860-5397-

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