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Blue-Shifted Aggregation-Induced Emission of Siloles by Simple Structural Modification and Their Application as Nitro Explosive Chemosensor

Abstract

To induce blue-shifted emission of silole, two tolyl-substituted derivatives – 1,1-diphenyl-2,3,4,5-tetra(m-tolyl)-1H-silole (m-TS) and 1,1-diphenyl-2,3,4,5-tetra(o-tolyl)-1H-silole (o-TS) – were prepared, and their photophysical properties were compared with those of a reference compound, hexaphenylsilole (HPS). By substituting methyl groups at ortho positions of peripheral tetraphenyl rings on the silacyclopentadiene ring, intramolecular rotations could be successfully controlled and the photophysical properties were varied, while substituting methyl groups at meta positions showed silmiar photophysical properties as compared with the case of HPS. Namely, simple structural modification at ortho position significantly affects the geometry and the photophysical properties of silole, which leads to blue-shifted emission. Finally, two tolyl-substituted siloles and HPS were employed as chemosensors for the detection of nitro explosives, and o-TS showed the highest sensing ability.

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Publication details

The article was received on 19 Jul 2017, accepted on 05 Sep 2017 and first published on 06 Sep 2017


Article type: Paper
DOI: 10.1039/C7PP00268H
Citation: Photochem. Photobiol. Sci., 2017, Accepted Manuscript
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    Blue-Shifted Aggregation-Induced Emission of Siloles by Simple Structural Modification and Their Application as Nitro Explosive Chemosensor

    J. Lee, Y. Park, J. Jung and W. Han, Photochem. Photobiol. Sci., 2017, Accepted Manuscript , DOI: 10.1039/C7PP00268H

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