Synthesis of Axially Chiral Diaryl Ethers via NHCs-Catalyzed Desymmetrization Followed By Kinetic Resolution

22 November 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.


Axially chiral diaryl ethers bearing two potential axes found unique applications in bioactive molecules. However, only very few catalytic methods have been developed to construct structurally diverse diaryl ethers. We herein describe an NHC-catalyzed atroposelective esterification of biaryl dialdehydes leading to the synthesis of flexible axially chiral diaryl ethers. Mechanistic studies indicate that coupling proceeds through NHC-catalyzed desymmetrization of the dialdehydes and matched kinetic resolution. This protocol features excellent enantioselectivity, mild conditions, good functional-group tolerance, and applicability to late-stage functionalization and provides a modular platform for the synthesis of axially chiral diaryl ethers. and their derivatives.


Axially Chiral Diaryl Ethers
Kinetic Resolution


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Comment number 1, Yuheng Liu: Nov 24, 2023, 14:20

Congratulations to Mr. Zhang, the work of our group is also in progress

Guangfan Zheng :
Dec 05, 2023, 13:50

Our manuscript was submitted recently. Looking forward to your elegant work.