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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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.
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.
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.