Open AccessSelective Recognition of Fluoride by using a Benzobisimidazolium Derivative through Aggregation‐Induced Fluorescence
Author(s) -
Lee Dayoung,
Lee Chiho,
Jun Eun Jin,
Lee Minji,
Park Sungnam,
Yoon Juyoung
Publication year - 2017
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201700109
Subject(s) - fluorescence , chemistry , fluoride , derivative (finance) , naphthalene , acetonitrile , aggregation induced emission , photochemistry , ion , inorganic chemistry , organic chemistry , physics , quantum mechanics , financial economics , economics
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 (CH 3 CN) is significantly stronger with F − and acetate (CH 3 CO 2 − ), but not with other anions (Cl − , Br − , I − , HSO 4 − , and H 2 PO 4 − ). 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 CH 3 CN is a key step for the selective sensing of F − , and the fluorescence of the aggregates is further enhanced in a mixture of 95 % CH 3 CN and 5 % water, which can be attributed to the aggregation‐induced emission.