Anion-induced shuttling of a naphthalimide triazolium rotaxane.
The anion-templated synthesis of a rotaxane structure, incorporating the new naphthalimide triazolium motif, is described and the interlocked host shown to exhibit selective, uni-directional, anion-induced shuttling. Initial pseudorotaxane investigations demonstrate the ability of a naphthalimide tr...
| Main Authors: | , , |
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| Format: | Journal article |
| Language: | English |
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2012
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| _version_ | 1797101358012170240 |
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| author | Spence, G Pitak, M Beer, P |
| author_facet | Spence, G Pitak, M Beer, P |
| author_sort | Spence, G |
| collection | OXFORD |
| description | The anion-templated synthesis of a rotaxane structure, incorporating the new naphthalimide triazolium motif, is described and the interlocked host shown to exhibit selective, uni-directional, anion-induced shuttling. Initial pseudorotaxane investigations demonstrate the ability of a naphthalimide triazolium threading component to form interpenetrated assemblies with counter-anion-dependent co-conformations. (1)H NMR studies reveal that the shuttling behaviour of the analogous rotaxane host system is controlled by selective anion binding and by the nature of the solvent conditions. Complete macrocycle translocation only occurs upon the recognition of the smaller halide anions (chloride and bromide). The rotaxane solid-state crystal structure in the presence of chloride is in agreement with the solution-phase co-conformation. The sensitivity of the axle naphthalimide absorbance band to the position of the macrocycle component within the interlocked structure enabled the molecular motion to be observed by UV/Vis spectroscopy, and the chloride-induced shuttling of the rotaxane was reversed upon silver hexafluorophosphate addition. |
| first_indexed | 2024-03-07T05:50:45Z |
| format | Journal article |
| id | oxford-uuid:e8cdc7c8-9109-4e45-a678-01047591ad99 |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T05:50:45Z |
| publishDate | 2012 |
| record_format | dspace |
| spelling | oxford-uuid:e8cdc7c8-9109-4e45-a678-01047591ad992022-03-27T10:49:23ZAnion-induced shuttling of a naphthalimide triazolium rotaxane.Journal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:e8cdc7c8-9109-4e45-a678-01047591ad99EnglishSymplectic Elements at Oxford2012Spence, GPitak, MBeer, PThe anion-templated synthesis of a rotaxane structure, incorporating the new naphthalimide triazolium motif, is described and the interlocked host shown to exhibit selective, uni-directional, anion-induced shuttling. Initial pseudorotaxane investigations demonstrate the ability of a naphthalimide triazolium threading component to form interpenetrated assemblies with counter-anion-dependent co-conformations. (1)H NMR studies reveal that the shuttling behaviour of the analogous rotaxane host system is controlled by selective anion binding and by the nature of the solvent conditions. Complete macrocycle translocation only occurs upon the recognition of the smaller halide anions (chloride and bromide). The rotaxane solid-state crystal structure in the presence of chloride is in agreement with the solution-phase co-conformation. The sensitivity of the axle naphthalimide absorbance band to the position of the macrocycle component within the interlocked structure enabled the molecular motion to be observed by UV/Vis spectroscopy, and the chloride-induced shuttling of the rotaxane was reversed upon silver hexafluorophosphate addition. |
| spellingShingle | Spence, G Pitak, M Beer, P Anion-induced shuttling of a naphthalimide triazolium rotaxane. |
| title | Anion-induced shuttling of a naphthalimide triazolium rotaxane. |
| title_full | Anion-induced shuttling of a naphthalimide triazolium rotaxane. |
| title_fullStr | Anion-induced shuttling of a naphthalimide triazolium rotaxane. |
| title_full_unstemmed | Anion-induced shuttling of a naphthalimide triazolium rotaxane. |
| title_short | Anion-induced shuttling of a naphthalimide triazolium rotaxane. |
| title_sort | anion induced shuttling of a naphthalimide triazolium rotaxane |
| work_keys_str_mv | AT spenceg anioninducedshuttlingofanaphthalimidetriazoliumrotaxane AT pitakm anioninducedshuttlingofanaphthalimidetriazoliumrotaxane AT beerp anioninducedshuttlingofanaphthalimidetriazoliumrotaxane |