Enantioselective Hydrogenation of Ketones using Different Metal Complexes with a Chiral PNP Pincer Ligand

被引:41
|
作者
Garbe, Marcel [1 ]
Wei, Zhihong [1 ]
Tannert, Bianca [1 ]
Spannenberg, Anke [1 ]
Jiao, Haijun [1 ]
Bachmann, Stephan [2 ]
Scalone, Michelangelo [2 ]
Junge, Kathrin [1 ]
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, Grenzacherstr 124, CH-4070 Basel, Switzerland
关键词
Asymmetric Catalysis; Chiral Pincer; Asymmetric Hydrogenation; Prochiral Ketones; Chiral Alcohols; CATALYTIC ASYMMETRIC HYDROGENATION; P-N-P'; IRON(II) COMPLEXES; COBALT COMPLEXES; WELL;
D O I
10.1002/adsc.201801511
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The synthesis of different metal pincer complexes coordinating to the chiral PNP ligand bis(2-((2R,5R)-2,5-dimethyl-phospholanoethyl))amine is described in detail. The characterized complexes with Mn, Fe, Re and Ru as metal centers showed good activities regarding the reduction of several prochiral ketones. Comparing these catalysts, the non-noble metal complexes produced best selectivities not only for aromatic substrates, but also for different kinds of aliphatic ones leading to enantioselectivities up to 99% ee. Theoretical investigations elucidated the mechanism and rationalized the selectivity.
引用
收藏
页码:1913 / 1920
页数:8
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