A study on the selective hydrogenation of nitroaromatics to N-arylhydroxylamines using a supported Pt nanoparticle catalyst

作者：Boymans Evert H^*; Witte P T; Vogt D

来源：Catalysis Science & Technology, 2015, 5(1): 176-183.

DOI：10.1039/c4cy00790e

A supported Pt nanoparticle-based catalyst was used in the chemoselective hydrogenation of nitroarenes to N-arylhydroxylamines (N-AHA). Optimization of NB hydrogenation conditions showed that substantially higher N-PHA yields can be obtained at low temperature. Especially, the influence of an increased hydrogen pressure on selectivity is remarkable. Maximum yields increase from 55% N-PHA at 4 bar H-2 to 80% at 23 bar H-2 in ethanol. Further optimization led to the use of small amounts of amine additive, TMEDA, with 50 bar H-2 raising the maximum yield to 97% N-PHA. The decreased N-PHA hydrogenation rate at high H-2 pressure and the presence of TMEDA allow for selective transformation of a range of other nitroarenes containing electron-withdrawing and -donating (reducible) functional groups to their N-AHAs in excellent (more than 90%) yields.

• 出版日期2015