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Water-soluble distyrylbenzenes: One core with two sensory responses-turn-on and ratiometric

机译:水溶性二苯乙烯基苯:一个核心,具有两种感觉响应:开启和比例

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摘要

The synthesis of four water-soluble distyrylbenzenes (compounds 1-4) is reported. Their acidochromicity in aqueous media was investigated. Blue shifts and increases in the quantum yields were observed as a general response. The pH-dependent photophysics of 1b-3b in water reveal unexpected protonation sequences upon titration: compound 1b is green-yellow fluorescent at high pH (10) but becomes very weakly fluorescent between pH 5 and pH 3, whereas below pH 2 strong blue fluorescence is observed. This behavior can be explained in terms of the interplay in the protonation of aniline and of the carboxylate groups. In compound 4, a higher basicity of the amino group is observed and ratiometric fluorescence change takes place upon protonation or on reaction with zinc salts in water. Compound 4 can therefore act as a weak ratiometric zinc ligand in water, even though it has only a dimethylamino unit as a binding motif.
机译:报道了四种水溶性二苯乙烯基苯的合成(化合物1-4)。研究了它们在水性介质中的酸性。观察到蓝移和量子产率的增加是一般反应。 1b-3b在水中的pH依赖性光物理性质在滴定时显示出意外的质子化序列:化合物1b在高pH(10)下呈绿黄色荧光,但在pH 5和pH 3之间变为非常弱的荧光,而在pH 2以下则变为强蓝色荧光被观察到。可以用苯胺和羧酸酯基的质子相互作用来解释这种行为。在化合物4中,观察到较高的氨基碱性,并且在质子化或与水中的锌盐反应时发生比例荧光变化。因此,即使化合物4仅具有二甲基氨基单元作为结合基序,其也可以在水中用作弱比例锌配体。

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