Manganese(I)-Catalyzed Enantioselective Hydrogenation of Ketones Using a Defined Chiral PNP Pincer Ligand

被引:175
|
作者
Garbe, Marcel [1 ]
Junge, Kathrin [1 ]
Walker, Svenja [1 ]
Wei, Zhihong [1 ]
Jiao, Haijun [1 ]
Spannenberg, Anke [1 ]
Bachmann, Stephan [2 ]
Scalone, Michelangelo [2 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse eV, Albert Einstein Str 29a, D-18059 Rostock, Germany
[2] F Hoffmann La Roche Ltd, Proc Chem & Catalysis, CH-4070 Basel, Switzerland
关键词
asymmetric hydrogenation; chiral alcohols; chiral pincer ligands; ketones; manganese; ASYMMETRIC TRANSFER HYDROGENATION; C BOND FORMATION; P-N-P'; IRON(II) COMPLEXES; CATALYTIC-HYDROGENATION; EFFICIENT; ALCOHOLS; AMINES; ALKYLATION; REDUCTION;
D O I
10.1002/anie.201705471
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new chiral manganese PNP pincer complex is described. The asymmetric hydrogenation of several prochiral ketones with molecular hydrogen in the presence of this complex proceeds under mild conditions (30-40 degrees C, 4 h, 30 bar H-2). Besides high catalytic activity for aromatic substrates, aliphatic ketones are hydrogenated with remarkable selectivity (e.r. up to 92:8). DFT calculations support an outer sphere hydrogenation mechanism as well as the experimentally determined stereochemistry.
引用
收藏
页码:11237 / 11241
页数:5
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