Praveenakumara A. Valmiki , Lohit Naik , M.S. Thippeswamy , C.V. Maridevarmath , Arun K. Shetter , Amnah Mohammed Alsuhaibani , Moamen S. Refat , G.H. Malimath
{"title":"香豆素融合荧光素衍生物汞离子检测的一锅合成:实验和理论方法","authors":"Praveenakumara A. Valmiki , Lohit Naik , M.S. Thippeswamy , C.V. Maridevarmath , Arun K. Shetter , Amnah Mohammed Alsuhaibani , Moamen S. Refat , G.H. Malimath","doi":"10.1016/j.tet.2025.134518","DOIUrl":null,"url":null,"abstract":"<div><div>In this study, a highly fluorescent fluorescein-based derivative (2FLC) was synthesized using a one-pot synthesis method. The structure of the molecule was confirmed through physicochemical analysis, including <sup>1</sup>H NMR, FT-IR, and mass spectroscopy. The chemosensor property of 2FLC with different metal ions (Cu <sup>2+</sup>, Al<sup>3+</sup>, Ag <sup>+</sup>, Hg<sup>2+</sup>, Mg<sup>2+</sup>, Fe<sup>2+</sup>, Co<sup>2+</sup>, K<sup>+</sup>, Zn<sup>2+</sup>, Ni<sup>2+</sup>, Pb<sup>2+</sup>, Cd<sup>2+</sup> and Mn<sup>2+</sup>) is investigated through absorption and fluorescence studies in a water medium. Interestingly, it is observed that the 2FLC exhibited a remarkable turn-off fluorescence response upon adding Hg<sup>2+</sup> ion as compared to different metal ions. Further, competitive metal ion studies indicate that the receptor 2FLC exhibits exceptional selectivity in detecting Hg<sup>2+</sup> ion without being affected by other metal ions. The detection limit of 2FLC for targeted Hg<sup>2+</sup> ion was 8.87 μM. The binding stoichiometry between the receptor 2FLC and the Hg<sup>2+</sup> metal ion was verified using both Job's plot and the Benasi-Hildbrand methods and found to be 1:1. Theoretical studies and FT-IR spectra confirmed the strong binding and formation of 2FLC-Hg<sup>2+</sup> complex. Overall, the results suggest that the newly synthesized water-soluble 2FLC molecule may be used as a chemosensor to detect Hg<sup>2+</sup> ion.</div></div>","PeriodicalId":437,"journal":{"name":"Tetrahedron","volume":"175 ","pages":"Article 134518"},"PeriodicalIF":2.2000,"publicationDate":"2025-04-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"One pot synthesis of coumarin fused fluorescein derivative for mercury ion detection: An experimental and theoretical approach\",\"authors\":\"Praveenakumara A. Valmiki , Lohit Naik , M.S. Thippeswamy , C.V. Maridevarmath , Arun K. Shetter , Amnah Mohammed Alsuhaibani , Moamen S. Refat , G.H. Malimath\",\"doi\":\"10.1016/j.tet.2025.134518\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>In this study, a highly fluorescent fluorescein-based derivative (2FLC) was synthesized using a one-pot synthesis method. The structure of the molecule was confirmed through physicochemical analysis, including <sup>1</sup>H NMR, FT-IR, and mass spectroscopy. The chemosensor property of 2FLC with different metal ions (Cu <sup>2+</sup>, Al<sup>3+</sup>, Ag <sup>+</sup>, Hg<sup>2+</sup>, Mg<sup>2+</sup>, Fe<sup>2+</sup>, Co<sup>2+</sup>, K<sup>+</sup>, Zn<sup>2+</sup>, Ni<sup>2+</sup>, Pb<sup>2+</sup>, Cd<sup>2+</sup> and Mn<sup>2+</sup>) is investigated through absorption and fluorescence studies in a water medium. Interestingly, it is observed that the 2FLC exhibited a remarkable turn-off fluorescence response upon adding Hg<sup>2+</sup> ion as compared to different metal ions. Further, competitive metal ion studies indicate that the receptor 2FLC exhibits exceptional selectivity in detecting Hg<sup>2+</sup> ion without being affected by other metal ions. The detection limit of 2FLC for targeted Hg<sup>2+</sup> ion was 8.87 μM. The binding stoichiometry between the receptor 2FLC and the Hg<sup>2+</sup> metal ion was verified using both Job's plot and the Benasi-Hildbrand methods and found to be 1:1. Theoretical studies and FT-IR spectra confirmed the strong binding and formation of 2FLC-Hg<sup>2+</sup> complex. Overall, the results suggest that the newly synthesized water-soluble 2FLC molecule may be used as a chemosensor to detect Hg<sup>2+</sup> ion.</div></div>\",\"PeriodicalId\":437,\"journal\":{\"name\":\"Tetrahedron\",\"volume\":\"175 \",\"pages\":\"Article 134518\"},\"PeriodicalIF\":2.2000,\"publicationDate\":\"2025-04-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0040402025000742\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/2/5 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0040402025000742","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/2/5 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
One pot synthesis of coumarin fused fluorescein derivative for mercury ion detection: An experimental and theoretical approach
In this study, a highly fluorescent fluorescein-based derivative (2FLC) was synthesized using a one-pot synthesis method. The structure of the molecule was confirmed through physicochemical analysis, including 1H NMR, FT-IR, and mass spectroscopy. The chemosensor property of 2FLC with different metal ions (Cu 2+, Al3+, Ag +, Hg2+, Mg2+, Fe2+, Co2+, K+, Zn2+, Ni2+, Pb2+, Cd2+ and Mn2+) is investigated through absorption and fluorescence studies in a water medium. Interestingly, it is observed that the 2FLC exhibited a remarkable turn-off fluorescence response upon adding Hg2+ ion as compared to different metal ions. Further, competitive metal ion studies indicate that the receptor 2FLC exhibits exceptional selectivity in detecting Hg2+ ion without being affected by other metal ions. The detection limit of 2FLC for targeted Hg2+ ion was 8.87 μM. The binding stoichiometry between the receptor 2FLC and the Hg2+ metal ion was verified using both Job's plot and the Benasi-Hildbrand methods and found to be 1:1. Theoretical studies and FT-IR spectra confirmed the strong binding and formation of 2FLC-Hg2+ complex. Overall, the results suggest that the newly synthesized water-soluble 2FLC molecule may be used as a chemosensor to detect Hg2+ ion.
期刊介绍:
Tetrahedron publishes full accounts of research having outstanding significance in the broad field of organic chemistry and its related disciplines, such as organic materials and bio-organic chemistry.
Regular papers in Tetrahedron are expected to represent detailed accounts of an original study having substantially greater scope and details than that found in a communication, as published in Tetrahedron Letters.
Tetrahedron also publishes thematic collections of papers as special issues and ''Reports'', commissioned in-depth reviews providing a comprehensive overview of a research area.