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Highly Selective Reductive Cross-Amination between Aniline or Nitroarene Derivatives and Alkylamines Catalyzed by Polysilane-Immobilized Rh/Pt Bimetallic Nanoparticles
Synlett ( IF 1.7 ) Pub Date : 2019-01-18 , DOI: 10.1055/s-0037-1611341 Aya Suzuki , Hiroyuki Miyamura , Shū Kobayashi 1
Synlett ( IF 1.7 ) Pub Date : 2019-01-18 , DOI: 10.1055/s-0037-1611341 Aya Suzuki , Hiroyuki Miyamura , Shū Kobayashi 1
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Reductive cross-amination between imine intermediates generated through partial hydrogenation of aniline or nitroarene derivatives and alkylamines is an ideal method for obtaining N-alkylated cyclohexylamine derivatives; however, no such transformations have hitherto been established. Here, we report a highly selective reductive cross-amination using aniline derivatives and alkylamines catalyzed by heterogeneous Rh/Pt bimetallic nanoparticles under mild conditions. The catalyst was recovered and reused for five runs, keeping high activity. In this reaction, imine intermediates generated during the course of partial hydrogenation of aniline derivatives were trapped immediately by strongly interacting primary alkylamines with the catalyst, which caused a highly selective transformation to give the desired products, while suppressing dicyclohexylamine formation.
中文翻译：
聚硅烷固定的 Rh/Pt 双金属纳米粒子催化苯胺或硝基芳烃衍生物与烷基胺之间的高选择性还原交叉胺化
苯胺或硝基芳烃衍生物部分加氢生成的亚胺中间体与烷基胺之间的还原性交叉胺化是获得N-烷基化环己胺衍生物的理想方法；然而，迄今为止还没有建立这样的转变。在这里，我们报告了使用苯胺衍生物和烷基胺在温和条件下由非均相 Rh/Pt 双金属纳米粒子催化的高选择性还原交叉胺化。催化剂被回收并重复使用五次，保持高活性。在该反应中，苯胺衍生物部分加氢过程中产生的亚胺中间体被伯烷基胺与催化剂的强烈相互作用立即捕获，导致高度选择性的转化，得到所需的产物，
更新日期：2019-01-18
中文翻译：
聚硅烷固定的 Rh/Pt 双金属纳米粒子催化苯胺或硝基芳烃衍生物与烷基胺之间的高选择性还原交叉胺化
苯胺或硝基芳烃衍生物部分加氢生成的亚胺中间体与烷基胺之间的还原性交叉胺化是获得N-烷基化环己胺衍生物的理想方法；然而，迄今为止还没有建立这样的转变。在这里，我们报告了使用苯胺衍生物和烷基胺在温和条件下由非均相 Rh/Pt 双金属纳米粒子催化的高选择性还原交叉胺化。催化剂被回收并重复使用五次，保持高活性。在该反应中，苯胺衍生物部分加氢过程中产生的亚胺中间体被伯烷基胺与催化剂的强烈相互作用立即捕获，导致高度选择性的转化，得到所需的产物，
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