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Manganese(I)‐Catalyzed Enantioselective Hydrogenation of Ketones Using a Defined Chiral PNP Pincer Ligand
Author(s) -
Garbe Marcel,
Junge Kathrin,
Walker Svenja,
Wei Zhihong,
Jiao Haijun,
Spannenberg Anke,
Bachmann Stephan,
Scalone Michelangelo,
Beller Matthias
Publication year - 2017
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201705471
Subject(s) - pincer movement , catalysis , manganese , enantioselective synthesis , pincer ligand , chemistry , selectivity , ligand (biochemistry) , hydrogen , chiral ligand , asymmetric hydrogenation , noyori asymmetric hydrogenation , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , receptor , biochemistry
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 °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.