期刊
ORGANOMETALLICS
卷 38, 期 16, 页码 3187-3196出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.organomet.9b00457
关键词
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资金
- European Research Council (ERC) under the European Union's Horizon 2020 research and innovation programme [725686]
- Ministry of Education and Science of the Russian Federation [11.1706.2017/4.6]
The catalytic asymmetric transfer hydrogenation (ATH) of ketones is a powerful methodology for the practical and efficient installation of chiral centers. Herein, we describe the synthesis, characterization, and catalytic application of a series of manganese complexes bearing simple chiral diamine ligands. We performed an extensive experimental and computational mechanistic study and present the first detailed experimental kinetic study of Mn-catalyzed ATH. We demonstrate that conventional mechanistic approaches toward catalyst optimization fail and how apparently different precatalysts lead to identical intermediates and thus catalytic performance. Ultimately, the Mn-N,N complexes under study enable quantitative ATH of acetophenones to the corresponding chiral alcohols with 75-87% ee.
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