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Chiral Metal Salen Complexes as Chiral Electrocatalysts for Asymmetric Electrochemical Carboxylation of Acetophenone

Rui Xiong, Ying Wang, Jingwei Zhu, M. J. Li, Jiaxing Lu, Huan Wang

2023ChemistrySelect14 citationsDOI

Abstract

Abstract Asymmetric electrochemical carboxylation is the direct and effective method to fix and utilize CO 2 , and the selection of chiral catalysts is crucial. In this paper, a series of chiral metal salen complexes are prepared as chiral catalysts to achieve enantioselective conversion of acetophenone with CO 2 to synthesis chiral 2‐hydroxy‐2‐phenylpropionic acid under electrochemical conditions. Under the catalysis of Ni II L1 , the enantiomeric excess (ee) value of 90 % and yield of 59 % are obtained. By cyclic voltammetry and potentiostatic electrolysis, the effects of metal centers and tert‐butyl groups in ligand structures on the catalytic results are studied and the possible reaction mechanism is proposed.

Topics & Concepts

AcetophenoneCarboxylationEnantioselective synthesisElectrochemistryCatalysisChemistryChiral ligandCyclic voltammetryEnantiomeric excessMetalEnantiomerElectrocatalystElectrolysisCombinatorial chemistryOrganic chemistryPhysical chemistryElectrodeElectrolyteCO2 Reduction Techniques and CatalystsCarbon dioxide utilization in catalysisIonic liquids properties and applications
Chiral Metal Salen Complexes as Chiral Electrocatalysts for Asymmetric Electrochemical Carboxylation of Acetophenone | Litcius