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- Title
Chiral Bidentate NHC Ligands Based on the 1,1′-Binaphthyl Scaffold: Synthesis and Application in Transition-Metal-Catalyzed Asymmetric Reactions.
- Authors
Xu, Qin; Gu, Peng; Jiang, Hanchun; Wei, Yin; Shi, Min
- Abstract
The use of the chiral 1,1′-binaphthyl scaffold to construct chiral ligands can be traced back for a long time. However, the development of bidentate NHC ligands based on the same backbone has only appeared recently. In this account, we describe the design and synthesis of a new family of chiral NHC ligands based on the 1,1′-binaphthyl scaffold and demonstrate the applications of these chiral NHC-metal complexes in the catalyzed oxidative kinetic resolution of secondary alcohols, asymmetric carbon-carbon bond formations, hydrosilylations, and cyclizations of 1,6-enynes. The chiral NHC ligands containing the 1,1′-binaphthyl backbone can be synthesized in good yields from enantiomerically pure 1,1′-binaphthyl-2,2′-diamine. These transition metals coordinated with chiral bidentate NHC ligands exhibit high catalytic activities and good enantioselectivities for a wide range of metal-catalyzed asymmetric reactions.
- Subjects
CARBENE synthesis; ASYMMETRIC synthesis; TRANSITION metal catalysts; ENANTIOSELECTIVE catalysis; SCAFFOLD proteins; CARBON-carbon bonds; LIGANDS (Chemistry); NAPHTHYL compounds
- Publication
Chemical Record, 2016, Vol 16, Issue 6, p2736
- ISSN
1527-8999
- Publication type
Article
- DOI
10.1002/tcr.201600103