Issue 30, 2011
From the journal:

Chemical Communications

Metal-free oxygenation of cyclohexane with oxygen catalyzed by 9-mesityl-10-methylacridinium and hydrogen chloride under visible light irradiation†

Kei Ohkubo,a   Atsushi Fujimotoa  and  Shunichi Fukuzumi*ab  

* Corresponding authors

a Department of Material and Life Science, Graduate School of Engineering, Osaka University and ALCA, Japan Science and Technology Agency (JST), 2-1 Yamada-oka, Suita, Osaka 565-0871, Japan
E-mail: fukuzumi@chem.eng.osaka-u.ac.jp
Fax: +81-6-6879-7370
Tel: +81-6-6879-7368

b Department of Bioinspired Science, Ewha Womans University, Seoul, Korea

Abstract

Photooxygenation of cyclohexane by O2 occurs efficiently under visible-light irradiation of an O2-saturated acetonitrile solution containing 9-mesityl-10-methylacridinium ions (Acr+–Mes) and HCl to yield cyclohexanone, cyclohexanol and hydrogen peroxide. The photocatalytic reaction is initiated by electron transfer from Cl− to the mesitylene radical cation moiety.

Graphical abstract: Metal-free oxygenation of cyclohexane with oxygen catalyzed by 9-mesityl-10-methylacridinium and hydrogen chloride under visible light irradiation

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Article information

DOI
https://doi.org/10.1039/C1CC12534F
Article type
Communication
Submitted
30 Apr 2011
Accepted
17 Jun 2011
First published
01 Jul 2011

Chem. Commun., 2011,47, 8515-8517

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Metal-free oxygenation of cyclohexane with oxygen catalyzed by 9-mesityl-10-methylacridinium and hydrogen chloride under visible light irradiation

K. Ohkubo, A. Fujimoto and S. Fukuzumi, Chem. Commun., 2011, 47, 8515 DOI: 10.1039/C1CC12534F

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