DC Field | Value | Language |
---|---|---|
dc.contributor.author | Fahrenbach, Albert C. | ko |
dc.contributor.author | Zhu, Zhixue | ko |
dc.contributor.author | Cao, Dennis | ko |
dc.contributor.author | Liu, Wei-Guang | ko |
dc.contributor.author | Li, Hao | ko |
dc.contributor.author | Dey, Sanjeev K. | ko |
dc.contributor.author | Basu, Subhadeep | ko |
dc.contributor.author | Trabolsi, Ali | ko |
dc.contributor.author | Botros, Youssry Y. | ko |
dc.contributor.author | Goddard, William A. | ko |
dc.contributor.author | Stoddart, James Fraser | ko |
dc.date.accessioned | 2013-03-13T01:10:27Z | - |
dc.date.available | 2013-03-13T01:10:27Z | - |
dc.date.created | 2012-10-22 | - |
dc.date.created | 2012-10-22 | - |
dc.date.issued | 2012-10 | - |
dc.identifier.citation | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, v.134, no.39, pp.16275 - 16288 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10203/104071 | - |
dc.description.abstract | The mechanism governing the redox-stimulated switching behavior of a tristable [2]rotaxane consisting of a cyclobis(paraquat-p-phenylene) (CBPQT(4+)) ring encircling a dumbbell, containing tetrathiafulvalene (TTF) and 1,5-dioxynaphthalene (DNP) recognition units which are separated from each other along a polyether chain carrying 2,6-diisopropylphenyl stoppers by a 4,4'-bipyridinium (BIPY2+) unit, is described. The BIPY2+ unit acts to increase the lifetime of the metastable state coconformation (MSCC) significantly by restricting the shuttling motion of the CBPQT(4+) ring to such an extent that the MSCC can be isolated in the solid state and is stable for weeks on end. As controls, the redox-induced mechanism of switching of two bistable [2]rotaxanes and one bistable [2]catenane composed of CBPQT(4+) rings encircling dumbbells or macrocyclic polyethers, respectively, that contain a BIPY2+ unit with either a TTF or DNP unit, is investigated. Variable scan-rate cyclic voltammetry and digital simulations of the tristable and bistable [2]rotaxanes and [2]catenane reveal a mechanism which involves a bisradical state coconformation (BRCC) in which only one of the BIPY center dot+ units in the CBPQT(2(center dot+)) ring is oxidized to the BIPY2+ dication. This observation of the BRCC was further confirmed by theoretical calculations as well as by X-ray crystallography of the [2]catenane in its bisradical tetracationic redox state. It is evident that the incorporation of a kinetic barrier between the donor recognition units in the tristable [2]rotaxane can prolong the lifetime and stability of the MSCC, an observation which augurs well for the development of nonvolatile molecular flash memory devices. | - |
dc.language | English | - |
dc.publisher | AMER CHEMICAL SOC | - |
dc.subject | TEMPLATE-DIRECTED SYNTHESIS | - |
dc.subject | PI-PI INTERACTIONS | - |
dc.subject | ELECTRONIC DEVICES | - |
dc.subject | OXIDATION-REDUCTION | - |
dc.subject | BUILDING-BLOCKS | - |
dc.subject | METHYL VIOLOGEN | - |
dc.subject | DONOR-ACCEPTOR | - |
dc.subject | REDOX CONTROL | - |
dc.subject | LOGIC GATES | - |
dc.subject | TETRATHIAFULVALENE | - |
dc.title | Radically Enhanced Molecular Switches | - |
dc.type | Article | - |
dc.identifier.wosid | 000309335000032 | - |
dc.identifier.scopusid | 2-s2.0-84867087723 | - |
dc.type.rims | ART | - |
dc.citation.volume | 134 | - |
dc.citation.issue | 39 | - |
dc.citation.beginningpage | 16275 | - |
dc.citation.endingpage | 16288 | - |
dc.citation.publicationname | JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | - |
dc.identifier.doi | 10.1021/ja306044r | - |
dc.contributor.nonIdAuthor | Fahrenbach, Albert C. | - |
dc.contributor.nonIdAuthor | Zhu, Zhixue | - |
dc.contributor.nonIdAuthor | Cao, Dennis | - |
dc.contributor.nonIdAuthor | Liu, Wei-Guang | - |
dc.contributor.nonIdAuthor | Li, Hao | - |
dc.contributor.nonIdAuthor | Dey, Sanjeev K. | - |
dc.contributor.nonIdAuthor | Basu, Subhadeep | - |
dc.contributor.nonIdAuthor | Trabolsi, Ali | - |
dc.contributor.nonIdAuthor | Botros, Youssry Y. | - |
dc.type.journalArticle | Article | - |
dc.subject.keywordPlus | TEMPLATE-DIRECTED SYNTHESIS | - |
dc.subject.keywordPlus | PI-PI INTERACTIONS | - |
dc.subject.keywordPlus | ELECTRONIC DEVICES | - |
dc.subject.keywordPlus | OXIDATION-REDUCTION | - |
dc.subject.keywordPlus | BUILDING-BLOCKS | - |
dc.subject.keywordPlus | METHYL VIOLOGEN | - |
dc.subject.keywordPlus | DONOR-ACCEPTOR | - |
dc.subject.keywordPlus | REDOX CONTROL | - |
dc.subject.keywordPlus | LOGIC GATES | - |
dc.subject.keywordPlus | TETRATHIAFULVALENE | - |
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