Three novel coumarin derivatives have been designed and facilely synthesized, namely 6-[bis-(2-acetoxyethyl)aminomethyl]-4-methyl coumarin (BAMC), 4-(trans-4-methylformate-styryl)-6-[bis-(2-acetoxyethyl) aminomethyl]-coumarin (TSAC) and Trans-4-[2-(benzimidazole-2-substituted)vinyl]-6-methyl coumarin (TBVC). The synthesis route of the coumarin derivatives via various reactions including Pechmann, Wittig and substitution, three strategies are applied in the construction of the coumarin-based fluorescent probes, in view of the impact of the electronic push-pull effect, extended electronic conjugated system, and the strong fluorescence emission group, respectively. The compounds BAMC and TSAC are proved to be selective fluorescent probes to Fe³⁺ and Cu²⁺ based on the intramolecular charge transfer mechanism. TBVC exhibits enhanced fluorescent emission in tetrahydrofuran offers the potential for the high-performance fluorescent probe. The relationship between the structure and the fluorescence mechanism of coumarin probes is explored.

中文翻译：

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香豆素衍生物作为Fe3 +和Cu2 +荧光探针的合成及光谱研究

已经设计并容易地合成了三种新颖的香豆素衍生物，即6- [双-（2-乙酰氧基乙基）氨基甲基] -4-甲基香豆素（BAMC），4-（反式-4-甲基甲酸酯-苯乙烯基）-6- [双- （2-乙酰氧基乙基）氨基甲基]-香豆素（TSAC）和反式-4- [2-（苯并咪唑-2-取代的）乙烯基] -6-甲基香豆素（TBVC）。鉴于电子推挽效应，扩展的电子共轭体系的影响，香豆素衍生物通过各种反应（包括Pechmann，Wittig和取代反应）的合成路线在基于香豆素的荧光探针的构建中采用了三种策略。和强荧光发射基团。事实证明，化合物BAMC和TSAC是针对Fe ³⁺和Cu ^2+的选择性荧光探针基于分子内电荷转移机制。TBVC在四氢呋喃中显示出增强的荧光发射，为高性能荧光探针提供了潜力。探讨了香豆素探针的结构与荧光机理之间的关系。