دورية أكاديمية

Methyl‐ and Methoxy‐substituted 2‐(Pyridin‐2‐yl)‐4‐(4‐aminophenyl)quinazolines: Synthesis and Photophysical Properties.

التفاصيل البيبلوغرافية
العنوان: Methyl‐ and Methoxy‐substituted 2‐(Pyridin‐2‐yl)‐4‐(4‐aminophenyl)quinazolines: Synthesis and Photophysical Properties.
المؤلفون: Kopotilova, Alexandra E., Valieva, Maria I., Kudryashova, Ekaterina A., Starnovskaya, Ekaterina S., Moshkina, Tatyana N., Nosova, Emiliya V., Taniya, Olga S., Kalinichev, Alexey A., Novikov, Alexander S., Kopchuk, Dmitry S., Slepukhin, Pavel A., Charushin, Valery N.
المصدر: Asian Journal of Organic Chemistry; Jul2024, Vol. 13 Issue 7, p1-12, 12p
مصطلحات موضوعية: LUMINOPHORES, METHOXY group, METHYL groups, FLUORESCENCE spectroscopy, OPTICAL properties, DIMETHYL sulfoxide
مستخلص: A series of novel 2‐(2‐pyridyl)quinazoline luminophores containing a donor aryl fragment at position 4 and methyl or methoxy groups at benzene ring has been synthesized by efficient three‐step route. The linear optical properties have been studied by UV/Vis absorption and photoluminescence spectra in two solvents. We revealed that introduction of additional methyl group or the replacement of methyl substituents with methoxy ones lead to sequentially shift of absorption and emission maximum to blue region. 9H‐Carbazol‐9‐yl‐containing derivative is characterized by hypsochromically shifted absorption band compared to its NEt2 and NPh2 counterparts. Unlike 9H‐carbazol‐9‐yl‐derivative, Et2N‐ and Ph2N‐bearing quinazolines demonstrate considerable decrease in quantum yield values when going from toluene to MeCN. Solvatochromic properties have been explored, the pronounced bathochromic shift was observed in fluorescence spectra with the increase of solvents polarity. Moreover, the compounds show significant shift of emission band with the increase of water fraction in DMSO/H2O mixture. Two‐photon optical properties have been also studied, the two‐photon absorption cross‐sections in MeCN and toluene reached 120 GM and 210 GM, respectively. The presence of additional methyl group has little impact on δTPA value, while introduction of methoxy substituents dramatically decreases TPA cross sections. Additionally, a quantum‐chemical calculations of synthesized compounds were performed to support the experimental data. [ABSTRACT FROM AUTHOR]
Copyright of Asian Journal of Organic Chemistry is the property of Wiley-Blackwell and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract. (Copyright applies to all Abstracts.)
قاعدة البيانات: Complementary Index
الوصف
تدمد:21935807
DOI:10.1002/ajoc.202400135