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Helical Aromatic Foldamers Functioning as a Fluorescence Turn-on Probe for Anions
Hae-Geun Jeon1, Han Bit Jang1, Philjae Kang1
1Department of Chemistry, Yonsei University , Seoul 120-749, Korea.
Organic Letters
|August 13, 2016
Summary
Indolocarbazole-pyridine hybrid foldamers exhibit fluorescence that is quenched upon folding but restored by anion binding. This enables the development of novel fluorescence turn-on probes for detecting anions like sulfate and fluoride.
Area of Science:
- Supramolecular Chemistry
- Organic Chemistry
- Analytical Chemistry
Background:
- Indolocarbazole-pyridine hybrid foldamers display fluorescence in random conformations.
- Helical folding of these foldamers leads to fluorescence quenching due to aryl plane stacking.
- Anion binding disrupts the helical structure, restoring fluorescence.
Purpose of the Study:
- To develop a fluorescence turn-on probe for anion detection.
- To utilize the anion-induced fluorescence recovery property of hybrid foldamers.
Main Methods:
- Synthesis of indolocarbazole-pyridine hybrid foldamers.
- Spectroscopic analysis of fluorescence properties.
- Investigation of anion binding effects on foldamer conformation and fluorescence.
Main Results:
- Foldamers are highly fluorescent in extended conformations.
- Fluorescence is quenched in helical conformations due to π-π stacking.
- Anion binding (sulfate, fluoride) perturbs helical structure, leading to fluorescence recovery.
- Demonstrated a fluorescence turn-on sensing mechanism.
Conclusions:
- Indolocarbazole-pyridine foldamers can act as sensitive fluorescence turn-on probes for specific anions.
- The conformational change triggered by anion binding is key to the sensing mechanism.
- This approach offers a new strategy for anion detection.
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