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Manganese‐Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by π–π Interaction **
Author(s) -
Liu Chenguang,
Wang Mingyang,
Liu Shihan,
Wang Yujie,
Peng Yong,
Lan Yu,
Liu Qiang
Publication year - 2021
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.202013540
Subject(s) - catalysis , asymmetric hydrogenation , chemistry , pincer movement , manganese , noble metal , quinoline , turnover number , combinatorial chemistry , organic chemistry , enantioselective synthesis
The non‐noble metal‐catalyzed asymmetric hydrogenation of N‐heteroaromatics, quinolines, is reported. A new chiral pincer manganese catalyst showed outstanding catalytic activity in the asymmetric hydrogenation of quinolines, affording high yields and enantioselectivities (up to 97 % ee). A turnover number of 3840 was reached at a low catalyst loading (S/C=4000), which is competitive with the activity of most effective noble metal catalysts for this reaction. The precise regulation of the enantioselectivity were ensured by a π–π interaction.