Selective synthesis of N-aryl hydroxylamines by the hydrogenation of nitroaromatics using supported platinum catalysts
Selective synthesis of N-aryl hydroxylamines by the hydrogenation of nitroaromatics using supported platinum catalysts
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DOI：
10.1039/b904672k
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发表时间：
2009-01-01
期刊：
影响因子：
9.8
通讯作者：
Yasuda, Hiroyuki
中科院分区：
文献类型：
--
作者：
Takenaka, Yasumasa;Kiyosu, Takahiro;Yasuda, Hiroyuki
在室温氢气氛（1 bar）下，使用负载型铂催化剂如Pt/SiO2，成功地将各种取代的硝基芳烃加氢为相应的N-芳基羟胺，产率高达99%。快速和高选择性形成羟胺的关键是加入少量的胺，如三乙胺和二甲亚砜;胺促进硝基芳烃的转化，而二甲亚砜抑制羟胺进一步氢化为苯胺。促进效果取决于哪种类型的胺和伯胺是最有效的。氢化在包括异丙醇、乙醚和丙酮的常见有机溶剂中有效地进行。该方法将传统固体催化剂的应用范围扩展到。新化学品合成。
Various substituted nitroaromatics were successfully hydrogenated to the corresponding N-aryl hydroxylamines in excellent yields (up to 99%) using supported platinum catalysts such as Pt/SiO2 under a hydrogen atmosphere (1 bar) at room temperature. The key to the fast and highly selective formation of hydroxylamines is the addition of small amounts of amines such as triethylamine and dimethyl sulfoxide; amines promote the conversion of nitroaromatics, while dimethyl sulfoxide inhibits further hydrogenation of hydroxylamines to anilines. The promotive effect depends on which type of amine and primary amine was most effective. The hydrogenation efficiently proceeded in common organic solvents, including isopropanol, diethyl ether, and acetone. This methodology should extend the application range of conventional solid catalysts to. ne chemicals synthesis.