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

Reduction of Nitroarenes to Azoxybenzenes by Potassium Borohydride in Water

Received: 24 February 2011; in revised form: 15 April 2011 / Accepted: 22 April 2011 / Published: 28 April 2011
(This article belongs to the Section Organic Synthesis)
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
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
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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.

AMA 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(5):3563-3568.

Chicago/Turabian Style

Liu, Yufang; Liu, Bo; Guo, Ailing; Dong, Zhenming; Jin, Shuo; Lu, Yun. 2011. "Reduction of Nitroarenes to Azoxybenzenes by Potassium Borohydride in Water." Molecules 16, no. 5: 3563-3568.

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