Asymmetric Transfer Hydrogenation of Ketones Improved by PNN–Manganese Complexes
Chiral manganese(I) complexes that contain carbocyclic-fused 8-amino-5,6,7,8-tetrahydroquinolinyl groups that are appended with distinct <i>para</i>-R substituents have proven to be effective catalysts in the asymmetric transfer hydrogenation (ATH) of a wide range of ketones (48 examples). Notably, <b>Mn2</b> proved to be the most productive catalyst, allowing an outstanding turnover number of 8300 with catalyst loadings as low as 0.01 mol %. Furthermore, this catalytic protocol shows considerable promise for applications in the synthesis of chiral drugs such as Lusutrombopag.
Authors
- Qingbin Liu (ORCID: https://orcid.org/0000-0002-7175-0760)
- Zheng Wang (ORCID: https://orcid.org/0000-0003-0608-8093)
- Xiuli Yan (ORCID: https://orcid.org/0000-0002-4319-7662)
- Gregory A. Solan (ORCID: https://orcid.org/0000-0002-9833-6666)
- Yi‐Chang Su (ORCID: https://orcid.org/0000-0002-8765-5389)
- Zhifeng Ma (ORCID: https://orcid.org/0000-0001-6084-2371)
- Ning Ma (ORCID: https://orcid.org/0000-0003-4653-7797)
- Libin Li (ORCID: https://orcid.org/0000-0002-5185-7720)
- Jingyao Wang
Institutions
- Hebei University of Engineering (CN)
- Hebei Agricultural University (CN)
- Minzu University of China (CN)
- University of Leicester (GB)
- Hebei Normal University (CN)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-08-15
- DOI
- https://doi.org/10.1021/acs.joc.4c01253
- Citations
- 14
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 2.22
Funders
- Chinese Academy of Sciences
- Natural Science Foundation of Hebei Province
- Hebei Provincial Department of Bureau of Science and Technology
- Hebei Agricultural University