ArticlePhotochemistry and photobiology2022
Direct Detection of the Photorearrangement Reaction of Quinoline-Protected Dialkylanilines.
Article in Photochemistry and photobiology, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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Who cites it
1 citing paper in PubMed.
- The Quinoline Photoremovable Group (PPG) Platform-A Medicinal Chemist's Approach for Photocage Development and Applications.Medicinal research reviews · 2025Review
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7 authors.
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Abstract
The photolysis reactions of (8-cyano-7-hydroxyquinolin-2-yl)methyl (CyHQ)-caged amines have been investigated using time-resolved spectroscopy methods. Unexpectedly, an unconventional Hofmann-Martius rearrangement reaction with high yield and regioselectivity occurred during the photolysis of some CyHQ-protected dialkylanilines (such as compounds 1a and 2a). To have more insights into the mechanism of this unexpected photorearrangement reaction, we characterized the reaction intermediates directly using time-resolved spectroscopy. Our new results showed that the anionic form of compound 1a was photoexcited to the singlet excited state, then a heterolytic cleavage of the C-N bond took place to give CyHQ
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