Efficient and selective N-alkylation of amines with alcohols catalysed by manganese pincer complexes.
Efficient and selective N-alkylation of amines with alcohols catalysed by manganese pincer complexes.
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DOI：
10.1038/ncomms12641
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发表时间：
2016-10-06
影响因子：
16.6
通讯作者：
Beller, Matthias
中科院分区：
文献类型：
--
作者：
Elangovan, Saravanakumar;Neumann, Jacob;Sortais, Jean-Baptiste;Junge, Kathrin;Darcel, Christophe;Beller, Matthias
借用氢（或氢自动转移）反应代表了直接且可持续的C-N键形成过程。通常，贵金属基催化剂用于这种有效的转化。近年来，地球资源丰富且廉价的非贵金属催化剂在该过程中的应用引起了科学界的极大关注。在这里，我们表明，胺与醇的选择性N-烷基化反应可以通过限定的PNP锰钳形络合物催化。各种取代的苯胺与不同的（杂）芳族和脂肪族醇单烷基化，甚至在其他敏感的可还原官能团的存在下。作为一个特别的亮点，我们报告了在温和条件下使用甲醇的伯胺的化学选择性单甲基化。 氢借用是一种有吸引力的C-N键形成方法-避免多个烷基化产物并减少浪费-但通常使用贵金属进行。在这里，作者表明，锰催化剂允许胺与醇的选择性N-烷基化。
Borrowing hydrogen (or hydrogen autotransfer) reactions represent straightforward and sustainable C–N bond-forming processes. In general, precious metal-based catalysts are employed for this effective transformation. In recent years, the use of earth abundant and cheap non-noble metal catalysts for this process attracted considerable attention in the scientific community. Here we show that the selective N-alkylation of amines with alcohols can be catalysed by defined PNP manganese pincer complexes. A variety of substituted anilines are monoalkylated with different (hetero)aromatic and aliphatic alcohols even in the presence of other sensitive reducible functional groups. As a special highlight, we report the chemoselective monomethylation of primary amines using methanol under mild conditions. Hydrogen borrowing is an attractive method for C-N bond formation - avoiding multiple alkylation products and reducing waste - but often is carried out with noble metals. Here the authors show that a manganese catalyst allows the selective N-alkylation of amines with alcohols.
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影响因子：
12.9
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