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Molecules 2008, 13(12), 3236-3245; doi:10.3390/molecules13123236

Organocatalytic Oxidative Dehydrogenation of Dihydroarenes by Dioxygen Using 2,3-Dichloro-5,6-dicyano-benzoquinone (DDQ) and NaNO2

1 State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian 116023, P. R. China 2 Graduate University of the Chinese Academy of Sciences, Beijing 100049, P. R. China 3 Department of Chemistry, Institute of Catalysis, Zhengzhou University, Zhengzhou 450001, P. R. China
* Author to whom correspondence should be addressed.
Received: 5 November 2008 / Revised: 10 December 2008 / Accepted: 12 December 2008 / Published: 18 December 2008
(This article belongs to the Special Issue Organocatalysis)
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The oxidative dehydrogenation of dihydroarenes catalyzed by 2,3-dichloro-5,6-dicyano-benzoquinone(DDQ) and NaNO2 with dioxygen is reported. The combination of DDQ and NaNO2 showed high efficiency and high selectivity, compared with other benzoquinones and anthraquinones, e.g., >99% conversion of 9,10-dihydroanthracene with 99% selectivity for anthracene can be obtained at 120 °C under 1.3 MPa O2 for 8 h. Excellent results were achieved in the oxidative dehydrogenation of variety of dihydroarenes.
Keywords: Oxidative dehydrogenation; DDQ; Dioxygen; Redox couples Oxidative dehydrogenation; DDQ; Dioxygen; Redox couples
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Zhang, W.; Ma, H.; Zhou, L.; Sun, Z.; Du, Z.; Miao, H.; Xu, J. Organocatalytic Oxidative Dehydrogenation of Dihydroarenes by Dioxygen Using 2,3-Dichloro-5,6-dicyano-benzoquinone (DDQ) and NaNO2. Molecules 2008, 13, 3236-3245.

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