Manganese‐Catalyzed Asymmetric Hydrogenation of Quinolines Enabled by π–π Interaction

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...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Angewandte Chemie International Edition 2021-03, Vol.60 (10), p.5108-5113
Hauptverfasser: Liu, Chenguang, Wang, Mingyang, Liu, Shihan, Wang, Yujie, Peng, Yong, Lan, Yu, Liu, Qiang
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
Beschreibung
Zusammenfassung: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. The non‐noble metal‐catalyzed asymmetric hydrogenation of N‐heteroaromatics, quinolines, has been realized by using a well‐defined chiral pincer manganese catalyst, with up to 97 % ee and 3840 TON.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.202013540