Dataset curated
- DOI:
- https://doi.org/10.34804/supra.20210928140
- Title:
- A fluorescent host-guest complex of cucurbituril in solution: a molecular Jack O'Lantern
- Description:
- Fluorescence enhancement of a probe molecule in solution by the container molecule cucurbituril (CB) is reported for the first time. The fluorescence of the probe 2-anilinonaphthalene-6-sulfonate (2,6-ANS) in aqueous Na2SO4 solution is found to increase by a maximum factor of 5.0 upon addition of cucurbituril. This fluorescence enhancement is the result of the formation of a hostguest inclusion complex, in which the guest 2,6-ANS is incorporated inside the cavity of the host, cucurbituril. Measurement of the enhancement as a function of cucurbituril concentration yielded a value of the equilibrium constant (K) of 52 ± 10 M1. It is proposed that the mode of inclusion involves the phenyl group of the 2,6-ANS, because of the relatively small size of the cucurbituril cavity. It is further proposed that the observed enhancement is a result of loss of rotational mobility of the phenyl ring relative to the naphthyl fluorophore of 2,6-ANS upon inclusion of the phenyl ring. Since the name cucurbituril is derived from the Latin word for "pumpkin," this fluorescent host-guest complex is referred to as a "molecular Jack O'Lantern," with the 2,6-ANS serving as the candle.Key words: hostguest chemistry, fluorescence, cucurbituril, inclusion compounds.
| Citation: |
B. D. Wagner, S. J. Fitzpatrick, M. A. Gill, A. I. MacRae, N. Stojanovic, SupraBank 2024, A fluorescent host-guest complex of cucurbituril in solution: a molecular Jack O'Lantern (dataset). https://doi.org/10.34804/supra.20210928140 |
| Link: | https://doi.org/10.34804/supra.20210928140 |
| Export: | BibTex | RIS | EndNote |
| Views | Downloads | Citations |
|---|---|---|
| 919 | 0 | 0 |
| Citation: |
B. D. Wagner, S. J. Fitzpatrick, M. A. Gill, A. I. MacRae, N. Stojanovic, Can. J. Chem. 2001, 79, 1101–1104. |
| Link: | https://doi.org/10.1139/v01-094 |
| Export: | BibTex | RIS | EndNote |
- Creators:
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Brian D Wagner
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Shannon J Fitzpatrick
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Monica A Gill
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Andrew I MacRae
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Natasa Stojanovic
- Contributers:
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Changming Hu
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DataManager
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