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

preprint
revised on 06.10.2020 and posted on 06.10.2020 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

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