Inorganic Chemistry II-Catalyst Design, University of Bayreuth, 95440, Bayreuth, Germany.
Mesostructured Materials, Department of Chemistry, University of Bayreuth, 95440, Bayreuth, Germany.
Chemistry. 2021 Jan 21;27(5):1609-1614. doi: 10.1002/chem.202004755. Epub 2020 Dec 21.
The development of C-N bond formation reactions is highly desirable due to their importance in biology and chemistry. Recent progress in 3d metal catalysis is indicative of unique selectivity patterns that may permit solving challenges of chemical synthesis. We report here on a catalytic C-N bond formation reaction-the reductive alkylation of nitriles. Aldehydes or ketones and nitriles, all abundantly available and low-cost starting materials, undergo a reductive coupling to form secondary alkylamines and inexpensive hydrogen is used as the reducing agent. The reaction has a very broad scope and many functional groups, including hydrogenation-sensitive examples, are tolerated. We developed a novel cobalt catalyst, which is nanostructured, reusable, and easy to handle. The key seems the earth-abundant metal in combination with a porous support material, N-doped SiC, synthesized from acrylonitrile and a commercially available polycarbosilane.
由于 C-N 键形成反应在生物学和化学中的重要性，因此开发 C-N 键形成反应是非常可取的。最近 3d 金属催化方面的进展表明，可能存在独特的选择性模式，可以解决化学合成的挑战。我们在这里报告了一种催化 C-N 键形成反应——腈的还原烷基化反应。醛或酮和腈都是丰富且廉价的起始原料，经过还原偶联可以形成仲烷基胺，并且使用廉价的氢气作为还原剂。该反应具有非常广泛的适用范围，许多官能团都可以耐受，包括对氢化敏感的例子。我们开发了一种新型的钴催化剂，它具有纳米结构、可重复使用且易于处理。关键似乎是地球丰富的金属与多孔的支撑材料相结合，即由丙烯腈和市售的聚碳硅烷合成的 N 掺杂 SiC。
