A pair of pyrene- and anthracene-based turn-on fluorescent probes (1 and 2, respectively) reported here can be easily synthesized in a single-step process and also exhibit outstanding sensing behavior toward hydrazine over various competing nucleophilic species and environmentally relevant ions. The probes display dramatic enhancements in the emission intensity with as high as 83- and 173-fold increases in the presence of hydrazine. Nitrogenous bases, thiols, and lanthanides do not interfere in the fluorometric detection. These probes enable the detection of hydrazine with the naked eye well below sub-ppm concentrations (ca. 30 ppb) with analytical detection limits of 5.4 ppb for 1 and 7.7 ppb for 2, which are far exceeded by the accepted lower limit for hydrazine (10 ppb) set by the US EPA. Simple paper strips based on these probes could be used for the detection of hydrazine even in the gas phase. Both of the probes could selectively detect hydrazine even in pond water samples efficiently. The probes were successfully applied to visualize, for the first time, accumulation of hydrazine in live fruit-fly larvae using epifluorescence microscopy. The novel and interesting detection mechanism, proposed on the basis of spectroscopic evidence and single crystal XRD results, indicates that the detection pathway proceeds via the initial step of a five-membered ring formation upon attack of the hydrazine, followed by a dehydration step for gaining aromaticity.

中文翻译：

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结合1，，3-二酮探针对肼的高选择性亚ppm裸眼检测：果蝇幼虫中的肼成像

此处报道的一对基于pyr和蒽的开启荧光探针（分别为1和2）可以很容易地在一个步骤中合成，并且在各种竞争性亲核物质和环境相关离子上也表现出对肼的出色传感行为。 。在存在肼的情况下，探针显示出发射强度的显着增强，最高可增加83倍和173倍。氮碱，硫醇和镧系元素不会干扰荧光检测。这些探针使肼与5.4 ppb数量的分析检测极限肉眼远低于亚ppm浓度（约30 ppb）的检测1和7.7 ppb的为2，远远超出了美国EPA所接受的肼（10 ppb）下限。即使在气相中，基于这些探针的简单纸条也可用于检测肼。即使在池塘水中的样品中，这两种探针也可以选择性地检测肼。使用落射荧光显微镜，探针成功地首次用于可视化活果蝇幼虫中肼的积累。根据光谱学证据和单晶XRD结果提出的新颖有趣的检测机制表明，检测途径通过肼攻击时五元环形成的初始步骤进行，随后进行脱水步骤以获得芳香。