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Article: An acid-base switchable [2]rotaxane

TitleAn acid-base switchable [2]rotaxane
Authors
Elizarov, Arkadij M.Chiu, Sheng HsienStoddart, J. Fraser
Issue Date2002
Citation
Journal of Organic Chemistry, 2002, v. 67, n. 26, p. 9175-9181 How to Cite?
DOI: http://dx.doi.org/10.1021/jo020373d
AbstractA chemically addressable, bistable [2]rotaxane, which incorporates a dumbbell-shaped component containing both secondary dialkylammonium and 1,2-bis(pyridinium)ethane recognition sites for its ring component, dibenzo[24]crown-8 (DB24C8), has been assembled. 1H NMR spectroscopy has demonstrated that deprotonation (and reprotonation) of the secondary dialkylammonium (dialkylamine) recognition site induces the DB24C8 ring to move away from this site to the 1,2-bis-(pyridinium)ethane one (and back again) in a discrete manner, particularly when the experiment is performed in CDC13 solution.
Persistent Identifierhttp://hdl.handle.net/10722/332523
ISSN
0022-3263
2023 Impact Factor: 3.3
2023 SCImago Journal Rankings: 0.724
ISI Accession Number ID
WOS:000180072300008

 

DC FieldValueLanguage
dc.contributor.authorElizarov, Arkadij M.-
dc.contributor.authorChiu, Sheng Hsien-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:12:11Z-
dc.date.available2023-10-06T05:12:11Z-
dc.date.issued2002-
dc.identifier.citationJournal of Organic Chemistry, 2002, v. 67, n. 26, p. 9175-9181-
dc.identifier.issn0022-3263-
dc.identifier.urihttp://hdl.handle.net/10722/332523-
dc.description.abstractA chemically addressable, bistable [2]rotaxane, which incorporates a dumbbell-shaped component containing both secondary dialkylammonium and 1,2-bis(pyridinium)ethane recognition sites for its ring component, dibenzo[24]crown-8 (DB24C8), has been assembled. 1H NMR spectroscopy has demonstrated that deprotonation (and reprotonation) of the secondary dialkylammonium (dialkylamine) recognition site induces the DB24C8 ring to move away from this site to the 1,2-bis-(pyridinium)ethane one (and back again) in a discrete manner, particularly when the experiment is performed in CDC13 solution.-
dc.languageeng-
dc.relation.ispartofJournal of Organic Chemistry-
dc.titleAn acid-base switchable [2]rotaxane-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jo020373d-
dc.identifier.pmid12492317-
dc.identifier.scopuseid_2-s2.0-0037184773-
dc.identifier.volume67-
dc.identifier.issue26-
dc.identifier.spage9175-
dc.identifier.epage9181-
dc.identifier.isiWOS:000180072300008-

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