Chiral PSiSi-Ligand Enabled Iridium-Catalyzed Atroposelective Intermolecular C−H Silylation
Dr. Bo Yang
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
These authors contributed equally to this work.
Search for more papers by this authorJihui Gao
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
These authors contributed equally to this work.
Search for more papers by this authorXingfa Tan
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
Search for more papers by this authorCorresponding Author
Dr. Yicong Ge
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Chuan He
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
Search for more papers by this authorDr. Bo Yang
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
These authors contributed equally to this work.
Search for more papers by this authorJihui Gao
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
These authors contributed equally to this work.
Search for more papers by this authorXingfa Tan
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
Search for more papers by this authorCorresponding Author
Dr. Yicong Ge
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
Search for more papers by this authorCorresponding Author
Prof. Dr. Chuan He
Shenzhen Grubbs Institute and Department of Chemistry, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, Guangdong 518055 China
Search for more papers by this authorGraphical Abstract
A new type of chiral pincer silyl ligand is developed, which enables an Iridium-catalyzed atroposelective intermolecular C−H silylation reaction. Key to the success of this transformation is the use of a novel chiral PSiSi-ligand, which facilitates the C−H silylation process with high chemical, regio- and stereo-control via a multi-coordinated silyl iridium complex.
Abstract
Catalytic enantioselective intermolecular C−H silylation offers an efficient approach for the rapid construction of chiral organosilicon compounds, but remains a significant challenge. Herein, a new type of chiral silyl ligand is developed, which enables the first iridium-catalyzed atroposelective intermolecular C−H silylation reaction of 2-arylisoquinolines. This protocol features mild reaction conditions, high atom economy, and remarkable yield with excellent stereoselectivity (up to 99 % yield, 99 % ee), delivering enantioenriched axially chiral silane platform molecules with facile convertibility. Key to the success of this unprecedented transformation relies on a novel chiral PSiSi-ligand, which facilitates the intermolecular C−H silylation process with perfect chem-, regio- and stereo-control via a multi-coordinated silyl iridium complex.
Open Research
Data Availability Statement
The data that support the findings of this study are available in the supplementary material of this article.
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