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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 (<b>1</b>) bearing four naphthalene moieties was synthesized and demonstrated as an F<sup>-</sup> ion-selective fluorescent chemosensor. The fluorescence of <b>1</b> in acetonitrile (CH<sub>3</sub>CN) is significantly stronger with F<sup>-</sup> and acetate (CH<sub>3</sub>CO<sub>2</sub><sup>-</sup>), but not with other anions (Cl<sup>-</sup>, Br<sup>-</sup>, I<sup>-</sup>, HSO<sub>4</sub><sup>-</sup>, and H<sub>2</sub>PO<sub>4</sub><sup>-</sup>). The fluoresc  ...[more]

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