Yan-Jun Zhuang, Jian-Ping Qu, Yan-Biao Kang
Feb 18, 2020
Citations
0
Influential Citations
16
Citations
Journal
The Journal of organic chemistry
Abstract
Salicylaldehyde is established as an efficient visible light photocatalyst for the first time. Compared to other simple aldehyde analogies, salic-ylaldehyde has a unique deprotonative red-shift from 324 nm to 417 nm and gives rise to the remarkable increase of fluorescence quantum from 0.0368 to 0.4632, thus enables salicylaldehyde as a visible light (> 400 nm) photocatalyst. The experimental investigations suggest that the reactive radical species are generated by sensitization of the substrates by the deprotonated salicylaldehyde through an energy-transfer pathway. Consequently, the C-C cleaving alkylation reactions of N-hydroxyphthalimide esters proceed smoothly in the presence of as low as 1 mol % of salicylaldehyde under the visible-light irradiation affording desired alkylation products with up to 99% yields. Application in visible-light induced aerobic oxidation of N-alkylpyridinium salts is also reported.