ChemRxiv
These are preliminary reports that have not been peer-reviewed. They should not be regarded as conclusive, guide clinical practice/health-related behavior, or be reported in news media as established information. For more information, please see our FAQs.
1/1
2 files

Manganese-Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by pi–pi Interaction

preprint
revised on 06.10.2020, 08:34 and posted on 06.10.2020, 09:51 by Chenguang Liu, Mingyang Wang, Shihan Liu, Yujie Wang, Yong Peng, Yu Lan, Qiang Liu

The first example of non-noble metal-catalyzed asymmetric hydrogenation of aromatic N-heterocycles is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of a wide range of quinolines, affording high yields and excellent enantioselectivities (up to 97% ee). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which was competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a p–p interaction.

History

Email Address of Submitting Author

qiang_liu@mail.tsinghua.edu.cn

Institution

Tsinghua university

Country

China

ORCID For Submitting Author

0000-0002-8402-029X

Declaration of Conflict of Interest

no conflict of interest

Exports

ChemRxiv

Exports