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

Rui XiongState Key Laboratory of Molecular & Process Engineering Shanghai Key Laboratory of Green Chemistry and Chemical Process School of Chemistry and Molecular Engineering East China Normal University Shanghai 200062 ChinaYing WangState Key Laboratory of Molecular & Process Engineering Shanghai Key Laboratory of Green Chemistry and Chemical Process School of Chemistry and Molecular Engineering East China Normal University Shanghai 200062 ChinaJingwei ZhuState Key Laboratory of Molecular & Process Engineering Shanghai Key Laboratory of Green Chemistry and Chemical Process School of Chemistry and Molecular Engineering East China Normal University Shanghai 200062 ChinaM. J. LiState Key Laboratory of Molecular & Process Engineering Shanghai Key Laboratory of Green Chemistry and Chemical Process School of Chemistry and Molecular Engineering East China Normal University Shanghai 200062 ChinaJiaxing LuInstitute of Eco-Chongming 20 Cuiniao Road, Chenjia Town, Chongming District Shanghai 202162 ChinaHuan WangInstitute of Eco-Chongming 20 Cuiniao Road, Chenjia Town, Chongming District Shanghai 202162 China
2023en
ABI

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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.

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