Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity
Because of environmental impact, there is a great need for chemosensors, especially for toxic heavy metals such as lead. The conventional instrumental analytical techniques rarely provide an available real-time sensing platform, thus the development of highly selective and stable synthetic chemosens...
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| Format: | Article |
| Language: | English |
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MDPI AG
2024-03-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/29/5/1121 |
| _version_ | 1827319550263164928 |
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| author | Panna Vezse Martin Gede Ádám Golcs Péter Huszthy Tünde Tóth |
| author_facet | Panna Vezse Martin Gede Ádám Golcs Péter Huszthy Tünde Tóth |
| author_sort | Panna Vezse |
| collection | DOAJ |
| description | Because of environmental impact, there is a great need for chemosensors, especially for toxic heavy metals such as lead. The conventional instrumental analytical techniques rarely provide an available real-time sensing platform, thus the development of highly selective and stable synthetic chemosensor molecules is of great importance. Acridono-18-crown-6 ethers have such properties, and much research has proven their outstanding applicability in various supramolecular devices. In this present work, we aimed to enable their covalent immobilization capability by synthesizing functionalized derivatives while preserving the favored molecular recognition ability. Several new macrocycle analogues were synthesized, while synthetization difficulties and design aspects were also dealt with. The selectivity of the macrocycle analogues was studied using UV–Vis spectroscopy and compared with that of the parent compounds. The ultimate crown ether derivative showed high Pb<sup>2+</sup>-selectivity, reversibility (decomplexation by extraction with water) and stability. |
| first_indexed | 2024-04-25T00:23:51Z |
| format | Article |
| id | doaj.art-e5220a5d17e64c5083a51f839ecf6519 |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-04-25T00:23:51Z |
| publishDate | 2024-03-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-e5220a5d17e64c5083a51f839ecf65192024-03-12T16:51:09ZengMDPI AGMolecules1420-30492024-03-01295112110.3390/molecules29051121Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on SelectivityPanna Vezse0Martin Gede1Ádám Golcs2Péter Huszthy3Tünde Tóth4Department of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért Sq. 4, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért Sq. 4, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért Sq. 4, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért Sq. 4, H-1111 Budapest, HungaryDepartment of Organic Chemistry and Technology, Budapest University of Technology and Economics, Szent Gellért Sq. 4, H-1111 Budapest, HungaryBecause of environmental impact, there is a great need for chemosensors, especially for toxic heavy metals such as lead. The conventional instrumental analytical techniques rarely provide an available real-time sensing platform, thus the development of highly selective and stable synthetic chemosensor molecules is of great importance. Acridono-18-crown-6 ethers have such properties, and much research has proven their outstanding applicability in various supramolecular devices. In this present work, we aimed to enable their covalent immobilization capability by synthesizing functionalized derivatives while preserving the favored molecular recognition ability. Several new macrocycle analogues were synthesized, while synthetization difficulties and design aspects were also dealt with. The selectivity of the macrocycle analogues was studied using UV–Vis spectroscopy and compared with that of the parent compounds. The ultimate crown ether derivative showed high Pb<sup>2+</sup>-selectivity, reversibility (decomplexation by extraction with water) and stability.https://www.mdpi.com/1420-3049/29/5/1121acridoneacridineleadcrown ethersUV–Vis spectroscopy |
| spellingShingle | Panna Vezse Martin Gede Ádám Golcs Péter Huszthy Tünde Tóth Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity Molecules acridone acridine lead crown ethers UV–Vis spectroscopy |
| title | Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity |
| title_full | Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity |
| title_fullStr | Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity |
| title_full_unstemmed | Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity |
| title_short | Synthetic Modifications of a Pb<sup>2+</sup>-Sensor Acridono-Crown Ether for Covalent Attachment and Their Effects on Selectivity |
| title_sort | synthetic modifications of a pb sup 2 sup sensor acridono crown ether for covalent attachment and their effects on selectivity |
| topic | acridone acridine lead crown ethers UV–Vis spectroscopy |
| url | https://www.mdpi.com/1420-3049/29/5/1121 |
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