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pubmed-article:21344116rdf:typepubmed:Citationlld:pubmed
pubmed-article:21344116lifeskim:mentionsumls-concept:C1100802lld:lifeskim
pubmed-article:21344116lifeskim:mentionsumls-concept:C1880269lld:lifeskim
pubmed-article:21344116lifeskim:mentionsumls-concept:C0173022lld:lifeskim
pubmed-article:21344116pubmed:issue7lld:pubmed
pubmed-article:21344116pubmed:dateCreated2011-3-17lld:pubmed
pubmed-article:21344116pubmed:abstractTextA synthetic approach to the preparation of [2]rotaxanes (1-5·6PF(6)) incorporating bispyridinium derivatives and two 1,5-dioxynaphthalene (DNP) units situated in the rod portions of their dumbbell components that are encircled by a single cyclobis(paraquat-p-phenylene) tetracationic (CBPQT(4+)) ring has been developed. Since the ?-electron-deficient bispyridinium units are introduced into the dumbbell components of the [2]rotaxanes 1-5·6PF(6), there are Coulombic charge-charge repulsions between these dicationic units and the CBPQT(4+) ring in the [2]rotaxanes. Thus, the CBPQT(4+) rings in the degenerate [2]rotaxanes exhibit slow shuttling between two DNP recognition sites on the (1)H NMR time-scale on account of the electrostatic barrier posed by the bispyridinium units, as demonstrated by variable-temperature (1)H NMR spectroscopy. Electrochemical experiments carried out on the [2]rotaxanes 1·6PF(6) and 2·6PF(6) indicate that the one-electron reduced bipyridinium radical cation in the dumbbell components of the [2]rotaxanes serves as an additional recognition site for the two-electron reduced CBPQT(2(?+)) diradical cationic ring. Under appropriate conditions, the ring components in the degenerate rotaxanes 1·6PF(6) and 2·6PF(6) can shuttle along the recognition sites--two DNP units and one-electron reduced bipyridinium radical cation--under redox control.lld:pubmed
pubmed-article:21344116pubmed:languageenglld:pubmed
pubmed-article:21344116pubmed:journalhttp://linkedlifedata.com/r...lld:pubmed
pubmed-article:21344116pubmed:statusPubMed-not-MEDLINElld:pubmed
pubmed-article:21344116pubmed:monthAprlld:pubmed
pubmed-article:21344116pubmed:issn1477-0539lld:pubmed
pubmed-article:21344116pubmed:authorpubmed-author:OuJ CJClld:pubmed
pubmed-article:21344116pubmed:authorpubmed-author:StoddartJ...lld:pubmed
pubmed-article:21344116pubmed:authorpubmed-author:KimSoo-YoungS...lld:pubmed
pubmed-article:21344116pubmed:authorpubmed-author:ZhaoYan-LiYLlld:pubmed
pubmed-article:21344116pubmed:authorpubmed-author:PaxtonWalter...lld:pubmed
pubmed-article:21344116pubmed:authorpubmed-author:FahrenbachAlb...lld:pubmed
pubmed-article:21344116pubmed:issnTypeElectroniclld:pubmed
pubmed-article:21344116pubmed:day7lld:pubmed
pubmed-article:21344116pubmed:volume9lld:pubmed
pubmed-article:21344116pubmed:ownerNLMlld:pubmed
pubmed-article:21344116pubmed:authorsCompleteYlld:pubmed
pubmed-article:21344116pubmed:pagination2240-50lld:pubmed
pubmed-article:21344116pubmed:year2011lld:pubmed
pubmed-article:21344116pubmed:articleTitleDegenerate [2]rotaxanes with electrostatic barriers.lld:pubmed
pubmed-article:21344116pubmed:affiliationDepartment of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, Illinois 60208-3113, USA.lld:pubmed
pubmed-article:21344116pubmed:publicationTypeJournal Articlelld:pubmed