Dipicolylaminofluorene Derivatives for Fluorescent Sensing of Copper(II) Ion and Glyphosate

IF 3.3 3区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY Chemistry - An Asian Journal Pub Date : 2025-02-06 DOI:10.1002/asia.202401622

Dr. Komthep Silpcharu, Quynh Nguyen Nhu Pham, Prof. Mongkol Sukwattanasinitt, Prof. Paitoon Rashatasakhon

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Abstract

The contamination of water by toxic herbicides poses a significant environmental challenge, necessitating the development of reliable detection tools. In this study, novel dipicolylamino derivatives of fluorene and fluorenone were synthesized via Sonogashira cross-coupling reactions with high yields. These compounds demonstrated exceptional selectivity for fluorescence turn-off by Cu(II) ions, with detection limits of 0.99 μM and 1.11 μM in a DMSO-HEPES buffer system. Investigations using Job's plot, fluorescence recovery with EDTA, and mass spectrometry revealed that the sensing mechanism involves complexation between the compounds and Cu(II) ions. Notably, the Cu(II)-fluorene complex exhibited a selective fluorescence turn-on response to glyphosate, achieving a detection limit of 0.93 μM. Quantitative analysis in real water samples demonstrated good recovery rates, underscoring the practical utility of these fluorene and fluorenone derivatives in environmental monitoring.

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铜离子和草甘膦荧光传感的二聚氨基芴衍生物。

有毒除草剂对水体的污染是一个重大的环境挑战，需要开发可靠的检测工具。本研究通过Sonogashira交叉偶联反应合成了芴和芴酮的新型二聚氨基衍生物，收率高。这些化合物对Cu（II）离子的荧光关闭表现出优异的选择性，在DMSO-HEPES缓冲体系中检测限分别为0.99 μM和1.11 μM。利用Job’s plot， EDTA荧光恢复和质谱分析的研究表明，感应机制涉及化合物与Cu（II）离子之间的络合作用。值得注意的是，Cu(II)-芴配合物对草甘膦具有选择性荧光开启响应，检测限为0.93 μM。对实际水样的定量分析显示出良好的回收率，强调了这些芴和芴酮衍生物在环境监测中的实际用途。

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来源期刊

Chemistry - An Asian Journal 化学-化学综合

CiteScore

7.00

自引率

2.40%

发文量

535

审稿时长

1.3 months

期刊介绍： Chemistry—An Asian Journal is an international high-impact journal for chemistry in its broadest sense. The journal covers all aspects of chemistry from biochemistry through organic and inorganic chemistry to physical chemistry, including interdisciplinary topics. Chemistry—An Asian Journal publishes Full Papers, Communications, and Focus Reviews. A professional editorial team headed by Dr. Theresa Kueckmann and an Editorial Board (headed by Professor Susumu Kitagawa) ensure the highest quality of the peer-review process, the contents and the production of the journal. Chemistry—An Asian Journal is published on behalf of the Asian Chemical Editorial Society (ACES), an association of numerous Asian chemical societies, and supported by the Gesellschaft Deutscher Chemiker (GDCh, German Chemical Society), ChemPubSoc Europe, and the Federation of Asian Chemical Societies (FACS).