{"title":"Dipicolylaminofluorene Derivatives for Fluorescent Sensing of Copper(II) Ion and Glyphosate.","authors":"Komthep Silpcharu, Quynh Nguyen Nhu Pham, Mongkol Sukwattanasinitt, Paitoon Rashatasakhon","doi":"10.1002/asia.202401622","DOIUrl":null,"url":null,"abstract":"<p><p>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.</p>","PeriodicalId":145,"journal":{"name":"Chemistry - An Asian Journal","volume":" ","pages":"e202401622"},"PeriodicalIF":3.5000,"publicationDate":"2025-02-06","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Chemistry - An Asian Journal","FirstCategoryId":"1","ListUrlMain":"https://doi.org/10.1002/asia.202401622","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
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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.
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).
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