Oxidation of 6- and 8-methylquinolines upon UV-illumination in the presence of a powder of TiO2 photocatalyst

Photochemical & Photobiological Sciences Pub Date: 2002-01-15 DOI: 10.1039/B109035F

Abstract

Selective transformation of the methyl group into a formyl group in methylquinolines is of great interest because formation of the corresponding aldehydes is either very expensive or unknown. We report here results concerning the photo-oxidation of 6- and 8-methylquinolines (6-MQ and 8-MQ) suspended with TiO2 powder in oxygenated acetonitrile. The analytical study of the products generated from the TiO2-photoassisted oxidation of 6-MQ and 8-MQ in oxygenated acetonitrile suspensions indicated that in both cases, for a UV-illumination period of <24 h, the corresponding formyl derivatives quinoline-6- and -8-carbaldehydes are detected as practically the sole products. Analysis of further photogenerated oxidation products enabled mechanistic delineation of the course of the semiconductor-mediated reaction.

Graphical abstract: Oxidation of 6- and 8-methylquinolines upon UV-illumination in the presence of a powder of TiO2 photocatalyst
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