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- Publisher Website: 10.1021/ja110584c
- Scopus: eid_2-s2.0-79953062760
- PMID: 21366312
- WOS: WOS:000291715300060
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Article: Mechanically stabilized tetrathiafulvalene radical dimers
Title | Mechanically stabilized tetrathiafulvalene radical dimers |
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Authors | |
Issue Date | 2011 |
Citation | Journal of the American Chemical Society, 2011, v. 133, n. 12, p. 4538-4547 How to Cite? |
Abstract | Two donor-acceptor [3]catenanes-composed of a tetracationic molecular square, cyclobis(paraquat-4,4′-biphenylene), as the π-electron deficient ring and either two tetrathiafulvalene (TTF) and 1,5-dioxynaphthalene (DNP) containing macrocycles or two TTF-butadiyne-containing macrocycles as the π-electron rich components-have been investigated in order to study their ability to form TTF radical dimers. It has been proven that the mechanically interlocked nature of the [3]catenanes facilitates the formation of the TTF radical dimers under redox control, allowing an investigation to be performed on these intermolecular interactions in a so-called "molecular flask" under ambient conditions in considerable detail. In addition, it has also been shown that the stability of the TTF radical-cation dimers can be tuned by varying the secondary binding motifs in the [3]catenanes. By replacing the DNP station with a butadiyne group, the distribution of the TTF radical-cation dimer can be changed from 60% to 100%. These findings have been established by several techniques including cyclic voltammetry, spectroelectrochemistry and UV-vis-NIR and EPR spectroscopies, as well as with X-ray diffraction analysis which has provided a range of solid-state crystal structures. The experimental data are also supported by high-level DFT calculations. The results contribute significantly to our fundamental understanding of the interactions within the TTF radical dimers. © 2011 American Chemical Society. |
Persistent Identifier | http://hdl.handle.net/10722/332943 |
ISSN | 2021 Impact Factor: 16.383 2020 SCImago Journal Rankings: 7.115 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Coskun, Ali | - |
dc.contributor.author | Spruell, Jason M. | - |
dc.contributor.author | Barin, Gokhan | - |
dc.contributor.author | Fahrenbach, Albert C. | - |
dc.contributor.author | Forgan, Ross S. | - |
dc.contributor.author | Colvin, Michael T. | - |
dc.contributor.author | Carmieli, Raanan | - |
dc.contributor.author | Benítez, Diego | - |
dc.contributor.author | Tkatchouk, Ekaterina | - |
dc.contributor.author | Friedman, Douglas C. | - |
dc.contributor.author | Sarjeant, Amy A. | - |
dc.contributor.author | Wasielewski, Michael R. | - |
dc.contributor.author | Goddard, William A. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-10-06T05:15:32Z | - |
dc.date.available | 2023-10-06T05:15:32Z | - |
dc.date.issued | 2011 | - |
dc.identifier.citation | Journal of the American Chemical Society, 2011, v. 133, n. 12, p. 4538-4547 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332943 | - |
dc.description.abstract | Two donor-acceptor [3]catenanes-composed of a tetracationic molecular square, cyclobis(paraquat-4,4′-biphenylene), as the π-electron deficient ring and either two tetrathiafulvalene (TTF) and 1,5-dioxynaphthalene (DNP) containing macrocycles or two TTF-butadiyne-containing macrocycles as the π-electron rich components-have been investigated in order to study their ability to form TTF radical dimers. It has been proven that the mechanically interlocked nature of the [3]catenanes facilitates the formation of the TTF radical dimers under redox control, allowing an investigation to be performed on these intermolecular interactions in a so-called "molecular flask" under ambient conditions in considerable detail. In addition, it has also been shown that the stability of the TTF radical-cation dimers can be tuned by varying the secondary binding motifs in the [3]catenanes. By replacing the DNP station with a butadiyne group, the distribution of the TTF radical-cation dimer can be changed from 60% to 100%. These findings have been established by several techniques including cyclic voltammetry, spectroelectrochemistry and UV-vis-NIR and EPR spectroscopies, as well as with X-ray diffraction analysis which has provided a range of solid-state crystal structures. The experimental data are also supported by high-level DFT calculations. The results contribute significantly to our fundamental understanding of the interactions within the TTF radical dimers. © 2011 American Chemical Society. | - |
dc.language | eng | - |
dc.relation.ispartof | Journal of the American Chemical Society | - |
dc.title | Mechanically stabilized tetrathiafulvalene radical dimers | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/ja110584c | - |
dc.identifier.pmid | 21366312 | - |
dc.identifier.scopus | eid_2-s2.0-79953062760 | - |
dc.identifier.volume | 133 | - |
dc.identifier.issue | 12 | - |
dc.identifier.spage | 4538 | - |
dc.identifier.epage | 4547 | - |
dc.identifier.eissn | 1520-5126 | - |
dc.identifier.isi | WOS:000291715300060 | - |