Reduction of Nitroarenes to Azoxybenzenes by Potassium Borohydride in Water

Molecules

Yufang Liu¹  Bo Liu¹  Ailing Guo¹  Zhenming Dong¹  Shuo Jin¹ 

[1] ¹School of Chemistry and Chemical Engineering, Shanxi University, Taiyuan 030006, China ²School of Science, Beijing Jiaotong University, Beijing 100044, China ³Department of Chemistry, Southern Illinois University Edwardsville, Edwardsville, IL 62026, USA

关键词: nitroarenes;    azoxybenzenes;    potassium borohydride;    water;    PEG-400;   

DOI  :  10.3390/molecules16053563

来源: mdpi

【 摘 要 】

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.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.