Abstract
Photochemical reactions of C-N photocyclization and ethanol photoaddition, which are side reactions relative to photoisomerization, have been studied for 3-(3-methoxystyryl)benzo[f]quinoline (3MSBQ) and 3-(4-methoxycarbonylstyryl)benzo[f]quinoline (4MCSBQ). The overall quantum yield of the side reactions is almost two orders of magnitude below that of photoisomerization. The presence of several photoproducts has been revealed by principal component analysis. By electrospray mass spectrometry and absorption and emission electron spectroscopy, it has been found that the photoproducts are 12b-azoniabenzo[c]chrysene derivatives formed via the intramolecular C-N photocyclization and adducts with ethanol, of which the former dominate for 3MSBQ and the latter are prevalent for 4MCSBQ. The relative stability of the primary photocyclization products for a series of styrylbenzoquinolines calculated by the DFT (B3LYP/6-31G*) method correlates qualitatively with experimental data on the formation of the final oxidized condensed products.
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a callDisclaimer: All third-party content on this website/platform is and will remain the property of their respective owners and is provided on "as is" basis without any warranties, express or implied. Use of third-party content does not indicate any affiliation, sponsorship with or endorsement by them. Any references to third-party content is to identify the corresponding services and shall be considered fair use under The CopyrightLaw.
