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Abstract 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… Click to show full abstract
Abstract 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.
Journal Title: Tetrahedron Letters
Year Published: 2018
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