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Molecules 2011, 16(5), 3563-3568; doi:10.3390/molecules16053563

Reduction of Nitroarenes to Azoxybenzenes by Potassium Borohydride in Water

1
School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, China
2
School of Science, Beijing Jiaotong University, Beijing 100044, China
3
Department of Chemistry, Southern Illinois University Edwardsville, Edwardsville, IL 62026, USA
*
Author to whom correspondence should be addressed.
Received: 24 February 2011 / Revised: 15 April 2011 / Accepted: 22 April 2011 / Published: 28 April 2011
(This article belongs to the Section Organic Synthesis)
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Abstract

The synthesis of the azoxybenzenes by the reduction of nitroarenes with reducing agent potassium borohydride in water was reported for the first time. PEG-400 was used as a phase transfer catalyst and could effectively catalyze the reduction. The electronic effects of substituent groups play an important role in determining the reduction efficiencies. Electron-withdrawing substituents promote the formation of the azoxybenzene products, while electron-releasing groups retard the reductions to various degrees depending on the extent of their electron-donating ability.
Keywords: nitroarenes; azoxybenzenes; potassium borohydride; water; PEG-400 nitroarenes; azoxybenzenes; potassium borohydride; water; PEG-400
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MDPI and ACS Style

Liu, Y.; Liu, B.; Guo, A.; Dong, Z.; Jin, S.; Lu, Y. Reduction of Nitroarenes to Azoxybenzenes by Potassium Borohydride in Water. Molecules 2011, 16, 3563-3568.

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