Boranil dyes bearing tetraphenylethene: Synthesis, AIE/AIEE effect properties, pH sensitive properties and application in live cell imaging
| Autor: | Zhenya Dai, Xueyan Zhang, Shengxin Chen, Rongmao Qiu, Qiuhan Yu, Ming Wei |
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| Rok vydání: | 2018 |
| Předmět: |
010405 organic chemistry
Organic Chemistry Solvatochromism Quantum yield 010402 general chemistry Photochemistry 01 natural sciences Biochemistry Fluorescence Toluene 0104 chemical sciences Solvent chemistry.chemical_compound Fluorescence intensity Column chromatography chemistry Live cell imaging Drug Discovery |
| Zdroj: | Tetrahedron Letters. 59:2671-2678 |
| ISSN: | 0040-4039 |
| DOI: | 10.1016/j.tetlet.2018.05.081 |
| Popis: | A serial of novel fluorescent boranil dyes (7, 8, 9, 10) bearing tetraphenylethene were prepared through an efficient process. These dyes exhibited large stokes shifts (more than 5000 cm−1) and moderate fluorescent quantum yield from 0.22–0.53. Dye 9 exhibited AIE/AIEE and exhibited weak fluorescence in pure MeCN or the MeCN/water mixture with a water fraction below 80%, in which a significant AIEE effect was observed in the mixture with 80% of water fraction and a sharp increasement in fluorescence intensity was also observed. And dye 8 and 10 showed moderate solvatochromism with the solvent changed from toluene to DMSO, and they displayed sensitivities to pH change in MeCN/water solution. Interestingly, dyes 8 and 10 obtained by column chromatography and slow solvent evaporation showed different X-ray diffraction properties. Moreover, compound 8 and 10 could be applied to cell imaging. |
| Databáze: | OpenAIRE |
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