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基于吡嗪酮腙-π···空穴耦合的氰根离子荧光和比色传感器:均一π-空穴分散作用对阴离子选择性的影响。

Pyrene-Hydrazone-π···Hole Coupled Turn-on Fluorescent and Naked- Eye Colorimetric Sensor for Cyanide: Role of Homogeneous π-Hole Dispersion in Anion Selectivity.

机构信息

Department of Chemistry, International Research Centre, Centre for Supramolecular Chemistry, Kalasalingam Academy of Research and Education (KARE), Anand Nagar, Srivilliputtur Tamil Nadu, 626126, Krishnankoil, India.

出版信息

J Fluoresc. 2021 Sep;31(5):1303-1309. doi: 10.1007/s10895-021-02765-6. Epub 2021 Jun 10.

DOI:10.1007/s10895-021-02765-6
PMID:34110596
Abstract

A pyrene based probe associated with π···hole - hydrazone as one of the recognizing elements is synthesized and its turn in to a selective colorimetric and turn-on fluorescent sensor, (L) for cyanide anion. This chemo sensor show high selectivity towards cyanide anion through photo electron transfer (PET) mechanism. The binding strength and sensitivity of the chemo sensor L towards cyanide are found to be 2.0 X 10, and 4.44 x 10 respectively. We have compared this high selectivity of the receptor towards cyanide, with our previously reported receptors L and L. The detailed UV-Vis, Emission, H-NMR, IR spectroscopic and Molecular Electrostatic Potential (MEP) studies reveals that the homogeneous π···hole dispersion in the aromatic ring governing the selectivity of the receptor towards cyanide anion. Such a positive π···hole homogeneous dispersion is missing in the case of sensor L, instead we have polarized π···hole dispersion towards 2 and 4 position of di-nitrophenyl chromophoric unit in L.

摘要

一种基于芘的探针与π···孔-腙作为识别元素之一结合,合成了一种选择性比色和荧光开启的传感器(L),用于检测氰根阴离子。这种化学传感器通过光电子转移(PET)机制对氰根阴离子表现出高选择性。实验发现,该化学传感器 L 与氰根阴离子的结合强度和灵敏度分别为 2.0×10 和 4.44×10。我们将受体 L 对氰根的高选择性与我们之前报道的受体 L 和 L 进行了比较。详细的紫外-可见、发射、H-NMR、IR 光谱和分子静电势(MEP)研究表明,芳香环中均匀的π···孔分散作用控制着受体对氰根阴离子的选择性。在传感器 L 的情况下,这种正的π···孔均匀分散作用缺失,相反,我们在 L 的二硝基苯生色团单元的 2 和 4 位置上产生了极化的π···孔分散作用。

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