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Article: Oligorotaxane radicals under orders

TitleOligorotaxane radicals under orders
Authors
Issue Date2016
Citation
ACS Central Science, 2016, v. 2, n. 2, p. 89-98 How to Cite?
AbstractA strategy for creating foldameric oligorotaxanes composed of only positively charged components is reported. Threadlike components-namely oligoviologens-in which different numbers of 4,4'-bipyridinium (BIPY2+) subunits are linked by p-xylylene bridges, are shown to be capable of being threaded by cyclobis(paraquat-p-phenylene) (CBPQT4+) rings following the introduction of radical-pairing interactions under reducing conditions. UV/vis/NIR spectroscopic and electrochemical investigations suggest that the reduced oligopseudorotaxanes fold into highly ordered secondary structures as a result of the formation of BIPY•+ radical cation pairs. Furthermore, by installing bulky stoppers at each end of the oligopseudorotaxanes by means of Cu-free alkyne-azide cycloadditions, their analogous oligorotaxanes, which retain the same stoichiometries as their progenitors, can be prepared. Solution-state studies of the oligorotaxanes indicate that their mechanically interlocked structures lead to the enforced interactions between the dumbbell and ring components, allowing them to fold (contract) in their reduced states and unfold (expand) in their fully oxidized states as a result of Coulombic repulsions. This electrochemically controlled reversible folding and unfolding process, during which the oligorotaxanes experience length contractions and expansions, is reminiscent of the mechanisms of actuation associated with muscle fibers.
Persistent Identifierhttp://hdl.handle.net/10722/333237
ISSN
2023 Impact Factor: 12.7
2023 SCImago Journal Rankings: 3.722
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorWang, Yuping-
dc.contributor.authorFrasconi, Marco-
dc.contributor.authorLiu, Wei Guang-
dc.contributor.authorSun, Junling-
dc.contributor.authorWu, Yilei-
dc.contributor.authorNassar, Majed S.-
dc.contributor.authorBotros, Youssry Y.-
dc.contributor.authorGoddard, William A.-
dc.contributor.authorWasielewski, Michael R.-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:17:46Z-
dc.date.available2023-10-06T05:17:46Z-
dc.date.issued2016-
dc.identifier.citationACS Central Science, 2016, v. 2, n. 2, p. 89-98-
dc.identifier.issn2374-7943-
dc.identifier.urihttp://hdl.handle.net/10722/333237-
dc.description.abstractA strategy for creating foldameric oligorotaxanes composed of only positively charged components is reported. Threadlike components-namely oligoviologens-in which different numbers of 4,4'-bipyridinium (BIPY2+) subunits are linked by p-xylylene bridges, are shown to be capable of being threaded by cyclobis(paraquat-p-phenylene) (CBPQT4+) rings following the introduction of radical-pairing interactions under reducing conditions. UV/vis/NIR spectroscopic and electrochemical investigations suggest that the reduced oligopseudorotaxanes fold into highly ordered secondary structures as a result of the formation of BIPY•+ radical cation pairs. Furthermore, by installing bulky stoppers at each end of the oligopseudorotaxanes by means of Cu-free alkyne-azide cycloadditions, their analogous oligorotaxanes, which retain the same stoichiometries as their progenitors, can be prepared. Solution-state studies of the oligorotaxanes indicate that their mechanically interlocked structures lead to the enforced interactions between the dumbbell and ring components, allowing them to fold (contract) in their reduced states and unfold (expand) in their fully oxidized states as a result of Coulombic repulsions. This electrochemically controlled reversible folding and unfolding process, during which the oligorotaxanes experience length contractions and expansions, is reminiscent of the mechanisms of actuation associated with muscle fibers.-
dc.languageeng-
dc.relation.ispartofACS Central Science-
dc.titleOligorotaxane radicals under orders-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/acscentsci.5b00377-
dc.identifier.scopuseid_2-s2.0-84992739633-
dc.identifier.volume2-
dc.identifier.issue2-
dc.identifier.spage89-
dc.identifier.epage98-
dc.identifier.eissn2374-7951-
dc.identifier.isiWOS:000373182300008-

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