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- Publisher Website: 10.1021/ja900859d
- Scopus: eid_2-s2.0-70349111896
- PMID: 19419175
- WOS: WOS:000266484700056
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Article: Acid-base actuation of [c2]daisy chains
Title | Acid-base actuation of [c2]daisy chains |
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Authors | |
Issue Date | 2009 |
Citation | Journal of the American Chemical Society, 2009, v. 131, n. 20, p. 7126-7134 How to Cite? |
Abstract | A versatile synthetic strategy, which was conceived and employed to prepare doubly threaded, bistable [c2]dalsy chain compounds, Is described. Propargyl and 1-pentenyl groups have been grafted onto the stoppers of [c2]dalsy chain molecules obtained using a template-directed synthetic protocol. Such [c2]dalsy chain molecules undergo reversible extension and contraction upon treatment with acid and base, respectively. The dialkyne-functionalized [c2]dalsy chain (AA) was subjected to an [AA+BB] type polymerization with an appropriate diazide (BB) to afford a linear, mechanically Interlocked, main-chain polymer. The macromolecular properties of this polymer were characterized by chronocoulometry, size exclusion chromatography, and static light-scattering analysis. The acid-base switching properties of both the monomers and the polymer have been studied In solution, using H NMR spectroscopy, UV/vls absorption spectroscopy, and cyclic voltammetry. The experimental results demonstrate that the functionalized [c2]daisy chains, along with their polymeric derivatives, undergo quantitative, efficient, and fully reversible switching processes In solution. Kinetics measurements demonstrate that the acid/base-promoted extension/contraction movements of the polymeric [c2]daisy chain are actually faster than those of Its monomeric counterpart. These observations open the door to correlated molecular motions and to changes In material properties. 2009 American Chemical Society. |
Persistent Identifier | http://hdl.handle.net/10722/332899 |
ISSN | 2023 Impact Factor: 14.4 2023 SCImago Journal Rankings: 5.489 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Fang, Lei | - |
dc.contributor.author | Hmadeh, Mohamad | - |
dc.contributor.author | Wu, Jlshan | - |
dc.contributor.author | Olson, Mark A. | - |
dc.contributor.author | Spruell, Jason M. | - |
dc.contributor.author | Trabolsl, Ali | - |
dc.contributor.author | Yang, Ylng Wel | - |
dc.contributor.author | Elhablrl, Mourad | - |
dc.contributor.author | Albrecht-Gary, Anne Marie | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-10-06T05:15:11Z | - |
dc.date.available | 2023-10-06T05:15:11Z | - |
dc.date.issued | 2009 | - |
dc.identifier.citation | Journal of the American Chemical Society, 2009, v. 131, n. 20, p. 7126-7134 | - |
dc.identifier.issn | 0002-7863 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332899 | - |
dc.description.abstract | A versatile synthetic strategy, which was conceived and employed to prepare doubly threaded, bistable [c2]dalsy chain compounds, Is described. Propargyl and 1-pentenyl groups have been grafted onto the stoppers of [c2]dalsy chain molecules obtained using a template-directed synthetic protocol. Such [c2]dalsy chain molecules undergo reversible extension and contraction upon treatment with acid and base, respectively. The dialkyne-functionalized [c2]dalsy chain (AA) was subjected to an [AA+BB] type polymerization with an appropriate diazide (BB) to afford a linear, mechanically Interlocked, main-chain polymer. The macromolecular properties of this polymer were characterized by chronocoulometry, size exclusion chromatography, and static light-scattering analysis. The acid-base switching properties of both the monomers and the polymer have been studied In solution, using H NMR spectroscopy, UV/vls absorption spectroscopy, and cyclic voltammetry. The experimental results demonstrate that the functionalized [c2]daisy chains, along with their polymeric derivatives, undergo quantitative, efficient, and fully reversible switching processes In solution. Kinetics measurements demonstrate that the acid/base-promoted extension/contraction movements of the polymeric [c2]daisy chain are actually faster than those of Its monomeric counterpart. These observations open the door to correlated molecular motions and to changes In material properties. 2009 American Chemical Society. | - |
dc.language | eng | - |
dc.relation.ispartof | Journal of the American Chemical Society | - |
dc.title | Acid-base actuation of [c2]daisy chains | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1021/ja900859d | - |
dc.identifier.pmid | 19419175 | - |
dc.identifier.scopus | eid_2-s2.0-70349111896 | - |
dc.identifier.volume | 131 | - |
dc.identifier.issue | 20 | - |
dc.identifier.spage | 7126 | - |
dc.identifier.epage | 7134 | - |
dc.identifier.isi | WOS:000266484700056 | - |