Ni-Catalyzed Desymmetric Radical Cross-Coupling Reaction to Access Axially Chiral Biaryls

The synthesis of axially chiral biaryls continues to garner significant attention in the scientific community. In this work, we introduce a Ni-catalyzed desymmetrization strategy for prochiral dibromoarenes, conducted under mild reaction conditions and with good functional group tolerance. This method allows for the synthesis of axially chiral biaryls from readily available coupling partners, such as aldehydes, ethers, and unactivated alkyl bromides. Moreover, this method has been successfully applied for the concise synthesis of enantioenriched azulene-embedded [7]helicene, a promising chiral organic optoelectronics material.

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Publication Details

Journal
ACS Catalysis
Published
2024-09-03
DOI
https://doi.org/10.1021/acscatal.4c03944
Citations
7
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
Field-Weighted Citation Impact
1.75

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article

Ni-Catalyzed Desymmetric Radical Cross-Coupling Reaction to Access Axially Chiral Biaryls

Zhen-Yao Dai, Min Jiang, Pu‐Sheng Wang, Yue-Die Zhu
7 citations
ACS Catalysis
Axial and Atropisomeric Chirality Synthesis
1.75
article

Ni-Catalyzed Desymmetric Radical Cross-Coupling Reaction to Access Axially Chiral Biaryls

Zhen-Yao Dai, Min Jiang, Pu‐Sheng Wang, Yue-Die Zhu
article en
7 citations

Abstract

The synthesis of axially chiral biaryls continues to garner significant attention in the scientific community. In this work, we introduce a Ni-catalyzed desymmetrization strategy for prochiral dibromoarenes, conducted under mild reaction conditions and with good functional group tolerance. This method allows for the synthesis of axially chiral biaryls from readily available coupling partners, such as aldehydes, ethers, and unactivated alkyl bromides. Moreover, this method has been successfully applied for the concise synthesis of enantioenriched azulene-embedded [7]helicene, a promising chiral organic optoelectronics material.

ACS CatalysisVol. 14(18)
University of Science and Technology of China (CN), Hefei National Center for Physical Sciences at Nanoscale (CN)
National Natural Science Foundation of China, Youth Innovation Promotion Association of the Chinese Academy of Sciences, University of Science and Technology of China
Openalex Percentile: Top 16%
Axial and Atropisomeric Chirality Synthesis
1.75
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