Journal of Organic Chemistry p. 34 - 37 (1981)
Update date:2022-08-17
Topics:
Caronna, Tullio
Morrocchi, Sergio
Vittimberga, Bruno M.
The photoinitiated dimerization of 2-quinolinecarbonitrile (1) in HCl-acidified 2-propanol/water (4:1) has been studied at 77 and 331 K at 250, 300 and 350 nm in unsensitized and benzophenone- and biphenyl-sensitized reactions.One principal product, a dimer lactam (5), is formed at all wavelengths through a triplet state of 1.ESR spectra taken in ethanol at 77 K show a signal for ethyl radical which is formed by a biphotonic process with 1 in acid solution.A mechanism is proposed for the reaction at 331 K which involves an electron transfer from 2-propanol to an upper triplet state of 1.
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