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

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

Wei Zhang 1,2 email, Hong Ma 1 email, Lipeng Zhou 3 email, Zhiqiang Sun 1 email, Zhongtian Du 1 email, Hong Miao 1 email and Jie Xu 1,* email
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; in revised form: 10 December 2008 / Accepted: 12 December 2008 / Published: 18 December 2008
(This article belongs to the Special Issue Organocatalysis)
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Abstract: 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

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MDPI and ACS Style

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.

AMA Style

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(12):3236-3245.

Chicago/Turabian Style

Zhang, Wei; Ma, Hong; Zhou, Lipeng; Sun, Zhiqiang; Du, Zhongtian; Miao, Hong; Xu, Jie. 2008. "Organocatalytic Oxidative Dehydrogenation of Dihydroarenes by Dioxygen Using 2,3-Dichloro-5,6-dicyano-benzoquinone (DDQ) and NaNO2." Molecules 13, no. 12: 3236-3245.

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