Mechanistic Complexity of Asymmetric Transfer Hydrogenation with Simple Mn-Diamine Catalysts

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 l...

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Veröffentlicht in:Organometallics. - 1998. - 38(2019), 16 vom: 26. Aug., Seite 3187-3196
1. Verfasser: van Putten, Robbert (VerfasserIn)
Weitere Verfasser: Filonenko, Georgy A, Gonzalez de Castro, Angela, Liu, Chong, Weber, Manuela, Müller, Christian, Lefort, Laurent, Pidko, Evgeny
Format: Online-Aufsatz
Sprache:English
Veröffentlicht: 2019
Zugriff auf das übergeordnete Werk:Organometallics
Schlagworte:Journal Article
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520 |a 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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700 1 |a Filonenko, Georgy A  |e verfasserin  |4 aut 
700 1 |a Gonzalez de Castro, Angela  |e verfasserin  |4 aut 
700 1 |a Liu, Chong  |e verfasserin  |4 aut 
700 1 |a Weber, Manuela  |e verfasserin  |4 aut 
700 1 |a Müller, Christian  |e verfasserin  |4 aut 
700 1 |a Lefort, Laurent  |e verfasserin  |4 aut 
700 1 |a Pidko, Evgeny  |e verfasserin  |4 aut 
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