Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection
A rational synthetic approach to substituted naphtho[1,8-gh]quinolines using intramolecular cyclization in the presence of potassium in the series of (naphthalen-1-yl)isoquinolines is described. The photophysical properties of the obtained compounds were studied; in particular, fluorescence emission...
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| Format: | Article |
| Language: | English |
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Ural Federal University
2021-12-01
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| Series: | Chimica Techno Acta |
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| Online Access: | https://chimicatechnoacta.ru/article/view/5568 |
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| author | Igor L. Nikonov Igor A. Khalymbadzha Leila К. Sadieva Maria I. Savchuk Ekaterina S. Starnovskaya Dmitry S. Kopchuk Igor S. Коvalev Grigory А. Kim Oleg N. Chupakhin |
| author_facet | Igor L. Nikonov Igor A. Khalymbadzha Leila К. Sadieva Maria I. Savchuk Ekaterina S. Starnovskaya Dmitry S. Kopchuk Igor S. Коvalev Grigory А. Kim Oleg N. Chupakhin |
| author_sort | Igor L. Nikonov |
| collection | DOAJ |
| description | A rational synthetic approach to substituted naphtho[1,8-gh]quinolines using intramolecular cyclization in the presence of potassium in the series of (naphthalen-1-yl)isoquinolines is described. The photophysical properties of the obtained compounds were studied; in particular, fluorescence emission was detected in the range 454 - 482 nm with a quantum yield of up to 54%. We also calculated the HOMO-LUMO energies and optimized molecular structures for the resulting fluorophores. Based on the results of fluorescence titration, the Stern-Volmer constants (up to 21587 M-1) and the detection limits of nitroanalytes (up to 1.4 ppm) were calculated, confirming the possibility of their use as potential chemosensors for the visual detection of nitro-containing explosives. |
| format | Article |
| id | doaj-art-34573165bf7c4e75b9aaeeccaf899fe7 |
| institution | Kabale University |
| issn | 2411-1414 |
| language | English |
| publishDate | 2021-12-01 |
| publisher | Ural Federal University |
| record_format | Article |
| series | Chimica Techno Acta |
| spelling | doaj-art-34573165bf7c4e75b9aaeeccaf899fe72025-08-20T03:55:06ZengUral Federal UniversityChimica Techno Acta2411-14142021-12-018410.15826/chimtech.2021.8.4.154213Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detectionIgor L. Nikonov0Igor A. Khalymbadzha1Leila К. Sadieva2Maria I. Savchuk3Ekaterina S. Starnovskaya4Dmitry S. Kopchuk5Igor S. Коvalev6Grigory А. Kim7Oleg N. Chupakhin8Ural Federal University; I.Ya. Postovsky Insititute of Organic Synthesis of the Ural Branch of the RASUral Federal UniversityUral Federal UniversityUral Federal University; I.Ya. Postovsky Insititute of Organic Synthesis of the Ural Branch of the RASUral Federal University; I.Ya. Postovsky Insititute of Organic Synthesis of the Ural Branch of the RASUral Federal University; I.Ya. Postovsky Insititute of Organic Synthesis of the Ural Branch of the RASUral Federal UniversityI.Ya. Postovsky Insititute of Organic Synthesis of the Ural Branch of the RASUral Federal University; I.Ya. Postovsky Insititute of Organic Synthesis of the Ural Branch of the RASA rational synthetic approach to substituted naphtho[1,8-gh]quinolines using intramolecular cyclization in the presence of potassium in the series of (naphthalen-1-yl)isoquinolines is described. The photophysical properties of the obtained compounds were studied; in particular, fluorescence emission was detected in the range 454 - 482 nm with a quantum yield of up to 54%. We also calculated the HOMO-LUMO energies and optimized molecular structures for the resulting fluorophores. Based on the results of fluorescence titration, the Stern-Volmer constants (up to 21587 M-1) and the detection limits of nitroanalytes (up to 1.4 ppm) were calculated, confirming the possibility of their use as potential chemosensors for the visual detection of nitro-containing explosives.https://chimicatechnoacta.ru/article/view/5568benzo[de]naphtho[1,8-gh]quinolones, fluorescence, sensor, explosives |
| spellingShingle | Igor L. Nikonov Igor A. Khalymbadzha Leila К. Sadieva Maria I. Savchuk Ekaterina S. Starnovskaya Dmitry S. Kopchuk Igor S. Коvalev Grigory А. Kim Oleg N. Chupakhin Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection Chimica Techno Acta benzo[de]naphtho[1,8-gh]quinolones, fluorescence, sensor, explosives |
| title | Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection |
| title_full | Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection |
| title_fullStr | Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection |
| title_full_unstemmed | Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection |
| title_short | Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection |
| title_sort | benzo de naphtho 1 8 gh quinolines synthesis photophysical studies and nitro explosives detection |
| topic | benzo[de]naphtho[1,8-gh]quinolones, fluorescence, sensor, explosives |
| url | https://chimicatechnoacta.ru/article/view/5568 |
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