Source:http://linkedlifedata.com/resource/pubmed/id/21207618
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rdf:type | |
pubmed:issue |
1
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pubmed:dateCreated |
2011-1-5
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pubmed:abstractText |
Rotacatenanes are exotic molecular compounds that can be visualized as a unique combination of a [2]catenane and a [2]rotaxane, thereby combining both the circumrotation of the ring component (rotary motion) and the shuttling of the dumbbell component (translational motion) in one structure. Herein, we describe a strategy for the synthesis of a new switchable [3]rotacatenane and the investigation of its switching properties, which rely on the formation of tetrathiafulvalene (TTF) radical ?-dimer interactions-namely, the mixed-valence state (TTF(2) )(+.) and the radical-cation dimer state (TTF(+.) )(2) -under ambient conditions. A template-directed approach, based on donor-acceptor interactions, has been developed, resulting in an improved yield of the key precursor [2]catenane, prior to rotacatenation. The nature of the binding between the [2]catenane and selected ?-electron-rich templates has been elucidated by using X-ray crystallography and UV/Vis spectroscopy as well as isothermal titration microcalorimetry. The multistate switching mechanism of the [3]rotacatenane has been demonstrated by cyclic voltammetry and EPR spectroscopy. Most notably, the radical-cation dimer state (TTF(+.) )(2) has been shown to enter into an equilibrium by forming the co-conformation in which the two 1,5-dioxynaphthalene (DNP) units co-occupy the cavity of tetracationic cyclophane, thus enforcing the separation of TTF radical-cation dimer (TTF(+.) )(2) . The population ratio of this equilibrium state was found to be 1:1. We believe that this research demonstrates the power of constructing complex molecular machines using template-directed protocols, enabling us to make the transition from simple molecular switches to their multistate variants for enhancing information storage in molecular electronic devices.
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pubmed:language |
eng
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pubmed:journal | |
pubmed:status |
PubMed-not-MEDLINE
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pubmed:month |
Jan
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pubmed:issn |
1521-3765
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pubmed:author |
pubmed-author:BarinGokhanG,
pubmed-author:BozdemirO AltanOA,
pubmed-author:CarmielliRaananR,
pubmed-author:ColvinMichael TMT,
pubmed-author:CoskunAliA,
pubmed-author:DeySanjeev KSK,
pubmed-author:FriedmanDouglas CDC,
pubmed-author:OlsonMark AMA,
pubmed-author:StoddartJ FraserJF,
pubmed-author:WasielewskiMichael RMR
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pubmed:copyrightInfo |
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
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pubmed:issnType |
Electronic
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pubmed:day |
3
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pubmed:volume |
17
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pubmed:owner |
NLM
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pubmed:authorsComplete |
Y
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pubmed:pagination |
213-22
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pubmed:year |
2011
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pubmed:articleTitle |
A multistate switchable [3]rotacatenane.
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pubmed:affiliation |
Department of Chemistry, Northwestern University, 2145 Sheridan Road, Evanston, IL 60208, USA.
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pubmed:publicationType |
Journal Article
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