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Article: Folding of oligoviologens induced by radical-radical interactions

TitleFolding of oligoviologens induced by radical-radical interactions
Authors
Issue Date2015
Citation
Journal of the American Chemical Society, 2015, v. 137, n. 2, p. 876-885 How to Cite?
AbstractWe report the synthesis of a series of homologous oligoviologens in which different numbers of 4,4′-bipyridinium (BIPY2+) subunits are linked by p-xylylene bridges, as a prelude to investigating how their radical cationic forms self-assemble both in solution and in the solid state. The strong radical-radical interactions between the radical cationic forms of the BIPY2+ units-namely, BIPY•+-in these oligoviologens induce intra- or intermolecular folding of these homologues. UV/Vis/NIR spectroscopic studies and DFT quantum mechanics indicate that the folding of the shorter oligoviologens is dominated by intermolecular radical-radical interactions. In addition to intermolecular interactions, strong intramolecular radical-radical interactions, which give rise to an NIR absorption band at 900 nm, tend to play a crucial role in governing the folding of the longer oligoviologens. The solid-state superstructure of the oligoviologen with three BIPY2+ units reveals that two intertwining chains fold together to form a dimer, stabilized by intermolecular radical-radical interactions. These dimers continue to stack in an infinite column through intermolecular radical-radical interactions between them. This research features an artificial biomimetic system which sustains delicate secondary and tertiary structures, reminiscent of those present in nucleic acids and proteins.
Persistent Identifierhttp://hdl.handle.net/10722/333101
ISSN
2023 Impact Factor: 14.4
2023 SCImago Journal Rankings: 5.489
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorWang, Yuping-
dc.contributor.authorFrasconi, Marco-
dc.contributor.authorLiu, Wei Guang-
dc.contributor.authorLiu, Zhichang-
dc.contributor.authorSarjeant, Amy A.-
dc.contributor.authorNassar, Majed S.-
dc.contributor.authorBotros, Youssry Y.-
dc.contributor.authorGoddard, William A.-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:16:45Z-
dc.date.available2023-10-06T05:16:45Z-
dc.date.issued2015-
dc.identifier.citationJournal of the American Chemical Society, 2015, v. 137, n. 2, p. 876-885-
dc.identifier.issn0002-7863-
dc.identifier.urihttp://hdl.handle.net/10722/333101-
dc.description.abstractWe report the synthesis of a series of homologous oligoviologens in which different numbers of 4,4′-bipyridinium (BIPY<sup>2+</sup>) subunits are linked by p-xylylene bridges, as a prelude to investigating how their radical cationic forms self-assemble both in solution and in the solid state. The strong radical-radical interactions between the radical cationic forms of the BIPY<sup>2+</sup> units-namely, BIPY<sup>•+</sup>-in these oligoviologens induce intra- or intermolecular folding of these homologues. UV/Vis/NIR spectroscopic studies and DFT quantum mechanics indicate that the folding of the shorter oligoviologens is dominated by intermolecular radical-radical interactions. In addition to intermolecular interactions, strong intramolecular radical-radical interactions, which give rise to an NIR absorption band at 900 nm, tend to play a crucial role in governing the folding of the longer oligoviologens. The solid-state superstructure of the oligoviologen with three BIPY<sup>2+</sup> units reveals that two intertwining chains fold together to form a dimer, stabilized by intermolecular radical-radical interactions. These dimers continue to stack in an infinite column through intermolecular radical-radical interactions between them. This research features an artificial biomimetic system which sustains delicate secondary and tertiary structures, reminiscent of those present in nucleic acids and proteins.-
dc.languageeng-
dc.relation.ispartofJournal of the American Chemical Society-
dc.titleFolding of oligoviologens induced by radical-radical interactions-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ja5111305-
dc.identifier.pmid25493585-
dc.identifier.scopuseid_2-s2.0-84921512042-
dc.identifier.volume137-
dc.identifier.issue2-
dc.identifier.spage876-
dc.identifier.epage885-
dc.identifier.eissn1520-5126-
dc.identifier.isiWOS:000348483400054-

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