Hydrogenation of Nitriles and Ketones Catalyzed by an Air-Stable Bisphosphine Mn(I) Complex

被引:80
作者
Weber, Stefan [1 ]
Stoeger, Berthold [2 ]
Kirchner, Karl [1 ]
机构
[1] Vienna Univ Technol, Inst Appl Synthet Chem, Getreidemarkt 9-163-AC, A-1060 Vienna, Austria
[2] Vienna Univ Technol, Xray Ctr, Getreidemarkt 9-163, A-1060 Vienna, Austria
基金
奥地利科学基金会;
关键词
PRIMARY AMINES; SELECTIVE HYDROGENATION; MANGANESE COMPLEXES; IRON; CO2;
D O I
10.1021/acs.orglett.8b03132
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Efficient hydrogenations of nitriles and ketones with molecular hydrogen catalyzed by a well-defined bench-stable bisphosphine Mn(I) complex are described. These reactions are environmentally benign and atomically economic, implementing an inexpensive, earth-abundant nonprecious metal catalyst. A range of aromatic and aliphatic nitriles and ketones were efficiently converted into primary amines and alcohols, respectively, in good to excellent yields. The hydrogenation of nitriles proceeds at 100 degrees C with catalyst loading of 2 mol % and 20 mol % base (t-BuOK), while the hydrogenation of ketones takes place already at 50 degrees C, with a catalyst loading of 1 mol % and 5 mol % of base. In both cases, a hydrogen pressure of 50 bar was applied.
引用
收藏
页码:7212 / 7215
页数:4
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