Benzo[de]naphtho[1,8-gh]quinolines: synthesis, photophysical studies and nitro explosives detection / I. L. Nikonov, I. A. Khalymbadzha, L. K. Sadieva [et al.] // Chimica Techno Acta. - 2021. - Vol. 8, № 4. - Ст. 20218415 Рубрики: ХИМИЧЕСКИЕ НАУКИ Кл.слова (ненормированные): BENZO[DE]NAPHTHA [1,8-GH]QUINOLONES -- FLUORESCENCE -- SENSOR -- EXPLOSIVES Аннотация: A rational synthetic approach to substituted naphtho[1,8-gh]quinolines based on 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. |