Cobalt Precursors for High-Throughput Discovery of Base Metal Asymmetric Alkene Hydrogenation Catalysts

被引:299
作者
Friedfeld, Max R. [1 ]
Shevlin, Michael [2 ]
Hoyt, Jordan M. [1 ]
Krska, Shane W. [2 ]
Tudge, Matthew T. [2 ]
Chirik, Paul J. [1 ]
机构
[1] Princeton Univ, Dept Chem, Princeton, NJ 08540 USA
[2] Merck Res Labs, Dept Proc Chem, Rahway, NJ 07065 USA
基金
美国国家科学基金会;
关键词
AMINO-ACID DERIVATIVES; COMPLEXES; REDUCTION; LIGANDS; MECHANISM; C=O;
D O I
10.1126/science.1243550
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Asymmetric hydrogenation of alkenes is one of the most widely used methods for the preparation of single enantiomer compounds, especially in the pharmaceutical and agrochemical industries. For more than four decades, precious metal complexes containing rhodium, iridium, and ruthenium have been predominantly used as catalysts. Here, we report rapid evaluation of libraries of chiral phosphine ligands with a set of simple cobalt precursors. From these studies, base metal precatalysts have been discovered for the hydrogenation of functionalized and unfunctionalized olefins with high enantiomeric excesses, demonstrating the potential utility of more earth-abundant metals in asymmetric hydrogenation.
引用
收藏
页码:1076 / 1080
页数:5
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