Threading the Needle: Fluorescent Poly-pseudo-rotaxanes for Size-Exclusion Sensing
| Autor: | Christian Belger, Rachel C. Evans, Niamh Willis-Fox, Timothy M. Swager, John F. Fennell |
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| Rok vydání: | 2016 |
| Předmět: |
Improved solubility
010405 organic chemistry General Chemical Engineering Size-exclusion chromatography Glycoluril Cationic polymerization General Chemistry 010402 general chemistry 01 natural sciences Fluorescence 0104 chemical sciences chemistry.chemical_compound Crystallography chemistry Materials Chemistry Proton NMR |
| Zdroj: | Chemistry of Materials. 28:2685-2691 |
| ISSN: | 1520-5002 0897-4756 |
| DOI: | 10.1021/acs.chemmater.6b00186 |
| Popis: | Poly-pseudo-rotaxanes have been formed through the threading of cucurbit[n]urils (CB[n]) onto the cationic electron-poor poly(pyridyl vinylene), PPyV. The threading of CB[n] onto the PPyV backbone is confirmed by a broadening and upfield shift in the PPyV 1H NMR signals. Encapsulation of PPyV within the CB[n] macrocycles produces dramatic fluorescence enhancements with improved solubility. The threading ability of the CB[n] on the PPyV backbone is governed by the dimensions of the particular CB[n] portal, which grows with increasing number of methylene-bridged glycoluril repeat units. CB[5] is too small to thread onto the PPyV backbone. The portal of CB[6] requires extra time, suggesting high preorganization and/or macrocycle deformation are required to thread onto PPyV. Alternatively, the portal of CB[8] appears to be large enough such that it does not have sufficiently large dipole–dipole interactions with the PPyV chain to promote a strong threading equilibrium. However, we find that the portal of CB[7... |
| Databáze: | OpenAIRE |
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