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Updated: Feb 28, 2026
Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Axially Chiral Styrene-Based Organocatalysts: Structure-Activity Relationship, Density Functional Theory Calculations
Yu-Ting Li1, Shen-Yuan Zhang1, Peng-Fei Lian1
1State Key Laboratory of Synergistic Chem-Bio Synthesis, Shanghai Key Laboratory for Molecular Engineering of Chiral Drugs, School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, China.
Abstract:
In this work, a detailed discussion of the design, synthesis, and structure-activity relationships of a novel class of axially chiral styrene-based organocatalysts was posted, successfully achieving the efficient asymmetric synthesis of sulfone-containing axially chiral styrenes. It was found that the dual chiral units in the catalyst operate through a synergistic mechanism: the R-configured axially chiral framework enables stereospatial recognition via π-π stacking, while the (S, S)-squaramide unit locks the conformation of the reaction intermediate through a multiple hydrogen-bonding network. Together, they confer excellent enantioselectivity to the key proton migration step, establishing the structural basis for the reaction's effective stereocontrol.
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