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Selective Recognition of Fluoride by using a Benzobisimidazolium Derivative through Aggregation-Induced Fluorescence.

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.

SUBMITTER: Lee D

PROVIDER: S-EPMC5542744 | biostudies-literature | 2017 Aug

REPOSITORIES: biostudies-literature

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Selective Recognition of Fluoride by using a Benzobisimidazolium Derivative through Aggregation-Induced Fluorescence.

Lee Dayoung D Lee Chiho C Jun Eun Jin EJ Lee Minji M Park Sungnam S Yoon Juyoung J

ChemistryOpen 20170707 4

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 fluoresc ...[more]

PMID: 28794938

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