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Article: Rotaxane formation under thermodynamic control

TitleRotaxane formation under thermodynamic control
Authors
Cantrill, Stuart J.Rowan, Stuart J.Stoddart, J. Fraser
Issue Date1999
Citation
Organic Letters, 1999, v. 1, n. 9, p. 1363-1366 How to Cite?
DOI: http://dx.doi.org/10.1021/ol990966j
AbstractThermodynamic control operates in the synthesis of a [2]rotaxane based upon the dibenzylammonium ion/crown ether recognition motif. When dibenzo[24]crown-8 is added to an acetonitrile solution containing a diimine dumbbell-like component, the dynamic nature of the system (i.e., imine hydrolysis/reformation) offers the ring component access to the NH2+ center, allowing the self-assembly of the corresponding "dynamic" [2]rotaxane to occur. The "fixing" of this [2]rotaxane can be achieved upon reduction of the imine bonds, affording a kinetically inert [2]rotaxane.
Persistent Identifierhttp://hdl.handle.net/10722/332328
ISSN
1523-7060
2021 Impact Factor: 6.072
2020 SCImago Journal Rankings: 1.940
ISI Accession Number ID
WOS:000085172200011

 

DC FieldValueLanguage
dc.contributor.authorCantrill, Stuart J.-
dc.contributor.authorRowan, Stuart J.-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:10:37Z-
dc.date.available2023-10-06T05:10:37Z-
dc.date.issued1999-
dc.identifier.citationOrganic Letters, 1999, v. 1, n. 9, p. 1363-1366-
dc.identifier.issn1523-7060-
dc.identifier.urihttp://hdl.handle.net/10722/332328-
dc.description.abstractThermodynamic control operates in the synthesis of a [2]rotaxane based upon the dibenzylammonium ion/crown ether recognition motif. When dibenzo[24]crown-8 is added to an acetonitrile solution containing a diimine dumbbell-like component, the dynamic nature of the system (i.e., imine hydrolysis/reformation) offers the ring component access to the NH2+ center, allowing the self-assembly of the corresponding "dynamic" [2]rotaxane to occur. The "fixing" of this [2]rotaxane can be achieved upon reduction of the imine bonds, affording a kinetically inert [2]rotaxane.-
dc.languageeng-
dc.relation.ispartofOrganic Letters-
dc.titleRotaxane formation under thermodynamic control-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ol990966j-
dc.identifier.scopuseid_2-s2.0-0007018836-
dc.identifier.volume1-
dc.identifier.issue9-
dc.identifier.spage1363-
dc.identifier.epage1366-
dc.identifier.isiWOS:000085172200011-

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