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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 29, 1999 - Issue 13
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Original Articles

The Preparation of Symmetrical Azobenzenes from Anilines by Phase Transfer Catalyzed Method

, , , &
Pages 2271-2276 | Accepted 15 Nov 1998, Published online: 17 Sep 2007
 

Abstract

Used Galvinoxyl as catalyst, the phase transfer catalyzed method of oxidation of primary amines to symmetrical azobenzenes with a saturated solution of potassium ferricyanide in 2N aqueous potassium hydroxide and dichloromethane is described for the first time in this paper. The reaction has intimate relation with Hammett substituent constants. This report offers an efficient and rapid method to prepare azobenzenes and a possible mechanism is also suggested.

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