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整合吡唑并[1,5-a]嘧啶-半花青体系作为用于水中氰化物识别的比色和荧光化学传感器。

Integrated pyrazolo[1,5-a]pyrimidine-hemicyanine system as a colorimetric and fluorometric chemosensor for cyanide recognition in water.

机构信息

Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A-10, Bogotá, Colombia.

Bioorganic Compounds Research Group, Department of Chemistry, Universidad de los Andes, Carrera 1 No. 18A-10, Bogotá, Colombia; Escuela de Ciencias Químicas, Facultad de Ciencias, Universidad Pedagógica y Tecnológica de Colombia UPTC, Avenida Central del Norte, Tunja, Colombia.

出版信息

Talanta. 2019 May 1;196:395-401. doi: 10.1016/j.talanta.2018.12.100. Epub 2018 Dec 30.

Abstract

A new probe for cyanide detection based on the integrated pyrazolo[1,5-a]pyrimidine-hemicyanine (PpHe) system was synthesized in an efficient and straightforward manner using microwave-assisted heating. Photophysical studies in a 100% aqueous solution demonstrated high cyanide selectivity and detection limits as low as 600 and 86 nmol L for UV-vis absorption and fluorescence emission, respectively. Both values are well below 1900 nmol L, which is the maximum concentration permitted for drinking water by the World Health Organization (WHO). HRMS analysis and NMR experiments were performed to confirm the mechanism of detection based on blocking the ICT phenomenon via nucleophilic addition of CN on the C˭N bond (iminium salt moiety) of the probe.

摘要

一种基于整合吡唑并[1,5-a]嘧啶-半花青(PpHe)体系的新型氰化物检测探针,通过微波辅助加热,以高效、直接的方式合成。在 100%水溶液中的光物理研究表明,对氰化物具有高选择性和检测限,紫外-可见吸收和荧光发射的检测限分别低至 600 和 86 nmol L。这两个值都远低于世界卫生组织(WHO)规定的饮用水最高允许浓度 1900 nmol L。进行了高分辨质谱(HRMS)分析和 NMR 实验,以确认基于通过 CN 对探针的 C˭N 键(亚胺盐部分)的亲核加成来阻断 ICT 现象的检测机制。

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