A study on the selective hydrogenation of nitroaromatics to N-arylhydroxylamines using a supported Pt nanoparticle catalystElectronic supplementary information (ESI) available: Results of the Pt leaching experiment, catalyst synthesis, detailed experimental procedure including NMR data of all the N-arylhydroxylamines, and TEM images. See DOI: 10.1039/c4cy00790e

Autor: Boymans, Evert H., Witte, P. T., Vogt, D.
Zdroj: Catalysis Science & Technology; 2014, Vol. 5 Issue: 1 p176-183, 8p
Abstrakt: 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 H2to 80% at 23 bar H2in ethanol. Further optimization led to the use of small amounts of amine additive, TMEDA, with 50 bar H2raising the maximum yield to 97% N-PHA. The decreased N-PHA hydrogenation rate at high H2pressure 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.
Databáze: Supplemental Index