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Article: Highly stable tetrathiafulvalene radical dimers in [3]catenanes

TitleHighly stable tetrathiafulvalene radical dimers in [3]catenanes
Authors
Issue Date2010
Citation
Nature Chemistry, 2010, v. 2, n. 10, p. 870-879 How to Cite?
AbstractTwo [3]catenane 'molecular flasks' have been designed to create stabilized, redox-controlled tetrathiafulvalene (TTF) dimers, enabling their spectrophotometric and structural properties to be probed in detail. The mechanically interlocked framework of the [3]catenanes creates the ideal arrangement and ultrahigh local concentration for the encircled TTF units to form stable dimers associated with their discrete oxidation states. These dimerization events represent an affinity umpolung, wherein the inversion in electronic affinity replaces the traditional TTF-bipyridinium interaction, which is over-ridden by stabilizing mixed-valence (TTF)2•+ and radical-cation (TTF •+)2 states inside the 'molecular flasks.' The experimental data, collected in the solid state as well as in solution under ambient conditions, together with supporting quantum mechanical calculations, are consistent with the formation of stabilized paramagnetic mixed-valence dimers, and then diamagnetic radical-cation dimers following subsequent one-electron oxidations of the [3]catenanes. © 2010 Macmillan Publishers Limited. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/332921
ISSN
2023 Impact Factor: 19.2
2023 SCImago Journal Rankings: 6.940
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorSpruell, Jason M.-
dc.contributor.authorCoskun, Ali-
dc.contributor.authorFriedman, Douglas C.-
dc.contributor.authorForgan, Ross S.-
dc.contributor.authorSarjeant, Amy A.-
dc.contributor.authorTrabolsi, Ali-
dc.contributor.authorFahrenbach, Albert C.-
dc.contributor.authorBarin, Gokhan-
dc.contributor.authorPaxton, Walter F.-
dc.contributor.authorDey, Sanjeev K.-
dc.contributor.authorOlson, Mark A.-
dc.contributor.authorBenítez, Diego-
dc.contributor.authorTkatchouk, Ekaterina-
dc.contributor.authorColvin, Michael T.-
dc.contributor.authorCarmielli, Raanan-
dc.contributor.authorCaldwell, Stuart T.-
dc.contributor.authorRosair, Georgina M.-
dc.contributor.authorHewage, Shanika Gunatilaka-
dc.contributor.authorDuclairoir, Florence-
dc.contributor.authorSeymour, Jennifer L.-
dc.contributor.authorSlawin, Alexandra M.Z.-
dc.contributor.authorGoddard, William A.-
dc.contributor.authorWasielewski, Michael R.-
dc.contributor.authorCooke, Graeme-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:15:22Z-
dc.date.available2023-10-06T05:15:22Z-
dc.date.issued2010-
dc.identifier.citationNature Chemistry, 2010, v. 2, n. 10, p. 870-879-
dc.identifier.issn1755-4330-
dc.identifier.urihttp://hdl.handle.net/10722/332921-
dc.description.abstractTwo [3]catenane 'molecular flasks' have been designed to create stabilized, redox-controlled tetrathiafulvalene (TTF) dimers, enabling their spectrophotometric and structural properties to be probed in detail. The mechanically interlocked framework of the [3]catenanes creates the ideal arrangement and ultrahigh local concentration for the encircled TTF units to form stable dimers associated with their discrete oxidation states. These dimerization events represent an affinity umpolung, wherein the inversion in electronic affinity replaces the traditional TTF-bipyridinium interaction, which is over-ridden by stabilizing mixed-valence (TTF)2•+ and radical-cation (TTF •+)2 states inside the 'molecular flasks.' The experimental data, collected in the solid state as well as in solution under ambient conditions, together with supporting quantum mechanical calculations, are consistent with the formation of stabilized paramagnetic mixed-valence dimers, and then diamagnetic radical-cation dimers following subsequent one-electron oxidations of the [3]catenanes. © 2010 Macmillan Publishers Limited. All rights reserved.-
dc.languageeng-
dc.relation.ispartofNature Chemistry-
dc.titleHighly stable tetrathiafulvalene radical dimers in [3]catenanes-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1038/nchem.749-
dc.identifier.pmid20861904-
dc.identifier.scopuseid_2-s2.0-77957263792-
dc.identifier.volume2-
dc.identifier.issue10-
dc.identifier.spage870-
dc.identifier.epage879-
dc.identifier.eissn1755-4349-
dc.identifier.isiWOS:000282091300021-

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