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Highly emissive dimesitylboryl-substituted 2,1,3-benzothiadiazole derivatives: photophysical properties and efficient fluorescent sensor for fluoride anions

One symmetrical and two unsymmetrical dimesitylboryl-substituted BTD derivatives 1–3 were prepared through Pd(0)-catalyzed Suzuki coupling reaction. All these compounds display intense fluorescence not only in solution but also in the solid state due to steric bulkiness of the boryl group, which is...

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Published in:	Tetrahedron 2014-09, Vol.70 (35), p.5488-5493
Main Authors:	Wang, Bin, Pan, Hong, Jia, Jiong, Ge, Yan-Qing, Cai, Wen-Qing, Wang, Jian-Wu, Zhao, Cui-Hua
Format:	Article
Language:	English
Subjects:	2,1,3-Benzothiadiazole Chemical reactions Complexation Derivatives Dimesitylboryl group Fluorescence Fluorescent sensor Fluoride ions Fluorides Intense fluorescence Sensors Solid state Utilities
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creator	Wang, Bin Pan, Hong Jia, Jiong Ge, Yan-Qing Cai, Wen-Qing Wang, Jian-Wu Zhao, Cui-Hua
description	One symmetrical and two unsymmetrical dimesitylboryl-substituted BTD derivatives 1–3 were prepared through Pd(0)-catalyzed Suzuki coupling reaction. All these compounds display intense fluorescence not only in solution but also in the solid state due to steric bulkiness of the boryl group, which is effective to suppress the intermolecular interactions in the solid state. In addition, the boryl-substituted BTD 1 displays prompt fluorescence responses to fluoride ions with high sensitivity through the complexation of the boron center with fluoride, demonstrating its potential utility as fluorescent sensor for fluoride ions. [Display omitted]
doi_str_mv	10.1016/j.tet.2014.06.110
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subjects	2,1,3-Benzothiadiazole Chemical reactions Complexation Derivatives Dimesitylboryl group Fluorescence Fluorescent sensor Fluoride ions Fluorides Intense fluorescence Sensors Solid state Utilities
title	Highly emissive dimesitylboryl-substituted 2,1,3-benzothiadiazole derivatives: photophysical properties and efficient fluorescent sensor for fluoride anions
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