Abstract
The highly emissive B←N unit containing four-coordinate C,N-chelated organoboron compound, 2 was synthesized. This air and moisture stable compound can be used as a turn-off type fluorescent fluoride (F−) sensor in THF with good selectivity and reversibility. The DFT calculation and the fluorescence quenching titration results showed that the mechanism of the sensing process was based on a competing reaction: the formation of 2-F with the stronger BF bond in an open form took the place of 2 with B←N bond in a closed form when F− was introduced, leading to significant absorption changing and fluorescence quenching.
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