Air Stable Iridium Catalysts for Direct Reductive Amination of Ketones

被引：14
|
作者：
Polishchuk, Iuliia [1 ]
Sklyaruk, Jan [1 ]
Lebedev, Yury [2 ]
Rueping, Magnus [1 ,2 ]
机构：
[1] RWTH Aachen Univ Landoltweg, Inst Organ Chem, Landoltweg 1, Aachen, Germany
[2] King Abdullah Univ Sci & Technol, KAUST Catalysis Ctr, Thuwal, Saudi Arabia
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2021年 / 27卷 / 19期
关键词：
deuteration; iridium catalysis; primary amines; reductive amination;
D O I：
10.1002/chem.202005508
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Half-sandwich iridium complexes bearing bidentate urea-phosphorus ligands were found to catalyze the direct reductive amination of aromatic and aliphatic ketones under mild conditions at 0.5 mol % loading with high selectivity towards primary amines. One of the complexes was found to be active in both the Leuckart-Wallach (NH4CO2H) type reaction as well as in the hydrogenative (H-2/NH4AcO) reductive amination. The protocol with ammonium formate does not require an inert atmosphere, dry solvents, as well as additives and in contrast to previous reports takes place in hexafluoroisopropanol (HFIP) instead of methanol. Applying NH4CO2D or D-2 resulted in a high degree of deuterium incorporation into the primary amine alpha-position.
引用
收藏
页码：5919 / 5922
页数：4
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