Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection

Autor: 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
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Zdroj: Chimica Techno Acta, Vol 8, Iss 4 (2021)
Druh dokumentu: article
ISSN: 2411-1414
DOI: 10.15826/chimtech.2021.8.4.15
Popis: 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.
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