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Spectroscopic evidence for the formation of 2-quinolone methide by flash photolysis of 2-(2-hydroxyethyl)quinoline, 2-(2-deuterioxyethyl)quinoline, and 2-butylquinoline

✍ Scribed by Christian L. Pedersen

Publisher: Elsevier Science
Year: 1982
Tongue: French
Weight: 110 KB
Volume: 23
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)87228-7

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✦ Synopsis

Flash photolysis of the title compounds in cyclohexane gave rise to transient absorptions around 400 nm from a species assigned as 2-quinolone methide. Studies on the photochemistry of aza aromatic compounds have shown that reactions analogous to the hydrogen abstractions of excited carbonyl compounds may take place. 2 Thus 2-(2-hydroxyethyl)quinoline (L), 2-methoxymethylquinoline, and 2-butylquinoline (2) all undergo photoelimination in a similar manner to the -Norrish type II cleavage of carbonyl compounds with y hydrogens. 3 When irradiated in benzene all three compounds are quantitatively converted to 2-methylquinoline.

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