Selective Recognition of Fluoride by using a Benzobisimidazolium Derivative through Aggregation-Induced Fluorescence
- Authors
- Lee, Dayoung; Lee, Chiho; Jun, Eun Jin; Lee, Minji; Park, Sungnam; Yoon, Juyoung
- Issue Date
- Aug-2017
- Publisher
- WILEY-V C H VERLAG GMBH
- Keywords
- aggregation-induced emission; chemosensors; fluorescent probes; fluoride; imidazolium
- Citation
- CHEMISTRYOPEN, v.6, no.4, pp.476 - 479
- Indexed
- SCIE
SCOPUS
- Journal Title
- CHEMISTRYOPEN
- Volume
- 6
- Number
- 4
- Start Page
- 476
- End Page
- 479
- URI
- https://scholar.korea.ac.kr/handle/2021.sw.korea/82643
- DOI
- 10.1002/open.201700109
- ISSN
- 2191-1363
- Abstract
- A new benzobisimidazolium derivative (1) bearing four naphthalene moieties was synthesized and demonstrated as an F- ion-selective fluorescent chemosensor. The fluorescence of 1 in acetonitrile (CH3CN) is significantly stronger with F- and acetate (CH3CO2-), but not with other anions (Cl-, Br-, I-, HSO4-, and H2PO4-). The fluorescence of 1 is enhanced selectively with F- in the presence of a small amount of water. Our DFT calculations indicate that the electrostatic interactions between the positively charged benzobisimidazolium moieties and F- play an important role in the formation of stable aggregates. The formation of stable aggregates of 1 with F- in CH3CN is a key step for the selective sensing of F-, and the fluorescence of the aggregates is further enhanced in a mixture of 95% CH3CN and 5% water, which can be attributed to the aggregation-induced emission.
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