Photooxygenation of alkanes by dioxygen with p-benzoquinone derivatives with high quantum yields

Kei Ohkubo; Kensaku Hirose; Shunichi Fukuzumi

doi:10.1039/C6PP00102E

Photooxygenation of alkanes by dioxygen with p-benzoquinone derivatives with high quantum yields†

Kei Ohkubo,*^abc Kensaku Hirose^b and Shunichi Fukuzumi*^cd

* Corresponding authors

^a Department of Applied Chemistry, Graduate School of Engineering, Osaka University, Suita, Osaka 565-0871, Japan
E-mail: ookubo@chem.eng.osaka-u.ac.jp

^b Department of Material and Life Science, Graduate School of Engineering, Osaka University, ALCA and SENTAN, Japan Science and Technology Agency (JST), Suita, Osaka 565-0871, Japan

^c Department of Chemistry and Nano Science, Ewha Womans University, Seoul 120-750, Korea
E-mail: fukuzumi@chem.eng.osaka-u.ac.jp

^d Faculty of Science and Technology, Meijo University, ALCA and SENTAN, Japan Science and Technology Agency (JST), Nagoya, Aichi 468-8502, Japan

Abstract

Alkanes were oxygenated by dioxygen with p-benzoquinone derivatives such as p-xyloquinone in alkanes which are used as solvents to yield the corresponding alkyl hydroperoxides, alcohols and ketones under visible light irradiation with high quantum yields (Φ = 1000, 1600%). The photooxygenation is started by hydrogen atom abstraction from alkanes by the triplet excited states of p-benzoquinone derivatives as revealed by laser-induced transient absorption spectral measurements.

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Article information

DOI: https://doi.org/10.1039/C6PP00102E
Article type: Communication
Submitted: 11 Apr 2016
Accepted: 29 Apr 2016
First published: 29 Apr 2016
This article is Open Access

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Photochem. Photobiol. Sci., 2016,15, 731-734

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Photooxygenation of alkanes by dioxygen with p-benzoquinone derivatives with high quantum yields

K. Ohkubo, K. Hirose and S. Fukuzumi, Photochem. Photobiol. Sci., 2016, 15, 731 DOI: 10.1039/C6PP00102E

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Photochemical & Photobiological Sciences

Photooxygenation of alkanes by dioxygen with p-benzoquinone derivatives with high quantum yields†

Abstract

Supplementary files

Article information

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Photooxygenation of alkanes by dioxygen with p-benzoquinone derivatives with high quantum yields

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