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首页> 外文期刊>RSC Advances >Solvent-dependent and highly selective anion sensing and molecular logic application of bisindolylmaleimide derivatives
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Solvent-dependent and highly selective anion sensing and molecular logic application of bisindolylmaleimide derivatives

机译：双吲哚基马来酰亚胺衍生物的溶剂依赖性和高选择性阴离子传感及分子逻辑应用

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A series of bisindolylmaleimide dyes (IMs) with different N-substituents (IM-PFB, IM-TBA and IM-MB) and planarity (IMC-MB and IM-MB) were designed and synthesized to detect anions selectively and sensitively. The anion-sensing properties were investigated systematically by changing the N-substituents of maleimide, solvent type and molecular planarity. Results indicate that the anion recognition is significantly affected by the solvent type rather than the N-substituents. Different anion sensitivity in various solvents makes IMs selectively detect F? in ACN, H2PO4? in DCM and CN? in THF. Due to the fixed location of two NH groups, the dye IMC-MB with planar structure exhibits poor sensing selectivity in various solvents. The titration curves of anions show that the sensing mechanism of IMs in various solvents for anions is different. The further experimental and DFT/TDDFT calculation results demonstrate that the hydrogen bond interaction and deprotonation of one H atom take place in DCM and THF, respectively, and that the two interactions synchronously exist in ACN. Interestingly, the solvent-dependent anion recognition can make IM-PFB mimic the function of three kinds of decoders (1-to-2, 2-to-3 and 2-to-4), a 4-to-2 encoder and a 1?:?2 demultiplexer. It is really rare for one molecule to mimic so many logic operations.
机译：设计并合成了具有不同 N 取代基（IM-PFB，IM-TBA和IM-MB）和平面度（IMC-MB和IM-MB）的一系列双吲哚基马来酰亚胺染料（IM）阴离子选择性地且灵敏地。通过改变马来酰亚胺的 N -取代基，溶剂类型和分子平面度，系统地研究了阴离子的传感性能。结果表明，阴离子识别受溶剂类型而不是 N 取代基的影响很大。各种溶剂中不同的阴离子敏感性使得IM可以选择性地检测ACN中的F ？ ，H 2 PO < DCM中的sub> 4 ？ 和THF中的CN ？ 。由于两个NH基团的固定位置，具有平面结构的染料IMC-MB在各种溶剂中显示出较差的感测选择性。阴离子的滴定曲线表明，IMs在各种溶剂中对阴离子的感应机理不同。进一步的实验和DFT / TDDFT计算结果表明，一个氢原子的氢键相互作用和去质子化分别发生在DCM和THF中，并且两个相互作用在ACN中同步存在。有趣的是，依赖溶剂的阴离子识别可以使IM-PFB模仿三种解码器（1-2对，2--3和2--4），4对2编码器和2种编码器的功能。 1？：？2解复用器。一个分子模仿如此多的逻辑运算真的很少见。

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