Literature DB >> 28730716

Manganese(I)-Catalyzed Enantioselective Hydrogenation of Ketones Using a Defined Chiral PNP Pincer Ligand.

Marcel Garbe1, Kathrin Junge1, Svenja Walker1, Zhihong Wei1, Haijun Jiao1, Anke Spannenberg1, Stephan Bachmann2, Michelangelo Scalone2, Matthias Beller1.   

Abstract

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 H2 ). 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.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  asymmetric hydrogenation; chiral alcohols; chiral pincer ligands; ketones; manganese

Year:  2017        PMID： 28730716     DOI： 10.1002/anie.201705471

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  15 in total

1.  Utilizing Design of Experiments Approach to Assess Kinetic Parameters for a Mn Homogeneous Hydrogenation Catalyst.

Authors:  Robin K A van Schendel; Wenjun Yang; Evgeny A Uslamin; Evgeny A Pidko
Journal:  ChemCatChem       Date:  2021-09-14       Impact factor: 5.497

2.  Basic Promotors Impact Thermodynamics and Catalyst Speciation in Homogeneous Carbonyl Hydrogenation.

Authors:  Wenjun Yang; Tejas Y Kalavalapalli; Annika M Krieger; Taras A Khvorost; Ivan Yu Chernyshov; Manuela Weber; Evgeny A Uslamin; Evgeny A Pidko; Georgy A Filonenko
Journal:  J Am Chem Soc       Date:  2022-04-27       Impact factor: 16.383

3.  Enantioselective Diarylcarbene Insertion into Si-H Bonds Induced by Electronic Properties of the Carbenes.

Authors:  Liang-Liang Yang; Declan Evans; Bin Xu; Wen-Tao Li; Mao-Lin Li; Shou-Fei Zhu; K N Houk; Qi-Lin Zhou
Journal:  J Am Chem Soc       Date:  2020-07-01       Impact factor: 15.419

4.  Manganese-Catalyzed Hydrogenation of Ketones under Mild and Base-free Conditions.

Authors:  Stefan Weber; Julian Brünig; Luis F Veiros; Karl Kirchner
Journal:  Organometallics       Date:  2021-04-22       Impact factor: 3.876

5.  Enantioselective access to chiral aliphatic amines and alcohols via Ni-catalyzed hydroalkylations.

Authors:  Shan Wang; Jian-Xin Zhang; Tian-Yi Zhang; Huan Meng; Bi-Hong Chen; Wei Shu
Journal:  Nat Commun       Date:  2021-05-13       Impact factor: 14.919

Review 6.  Synthesis and application in asymmetric catalysis of P-stereogenic pincer-metal complexes.

Authors:  Yijun Xiang; Qianyi Ge; Shulei Wu; Xing Zheng; Zehua Yang
Journal:  RSC Adv       Date:  2020-03-05       Impact factor: 4.036

7.  Aminotriazole Mn(I) Complexes as Effective Catalysts for Transfer Hydrogenation of Ketones.

Authors:  Oriol Martínez-Ferraté; Christophe Werlé; Giancarlo Franciò; Walter Leitner
Journal:  ChemCatChem       Date:  2018-10-11       Impact factor: 5.686

8.  Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols.

Authors:  Subrata Chakraborty; Prosenjit Daw; Yehoshoa Ben David; David Milstein
Journal:  ACS Catal       Date:  2018-10-02       Impact factor: 13.084

9.  Chemoselective Hydrogenation of Aldehydes under Mild, Base-Free Conditions: Manganese Outperforms Rhenium.

Authors:  Mathias Glatz; Berthold Stöger; Daniel Himmelbauer; Luis F Veiros; Karl Kirchner
Journal:  ACS Catal       Date:  2018-04-02       Impact factor: 13.084

10.  Manganese-catalyzed hydroboration of carbon dioxide and other challenging carbonyl groups.

Authors:  Christina Erken; Akash Kaithal; Suman Sen; Thomas Weyhermüller; Markus Hölscher; Christophe Werlé; Walter Leitner
Journal:  Nat Commun       Date:  2018-10-30       Impact factor: 14.919
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