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通过区分自旋配对π电子将苯乙烯电化学氧化为苯甲醛。

Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons.

作者信息

Luo Xiaoxue, Tang Xiaoxia, Ni Jingtian, Wu Baijing, Li Cunpu, Shao Minhua, Wei Zidong

机构信息

The State Key Laboratory of Power Transmission Equipment & System Security and New Technology, Chongqing Key Laboratory of Chemical Process for Clean Energy and Resource Utilization, College of Chemistry and Chemical Engineering, Chongqing University Chongqing 400044 China

Department of Chemical and Biological Engineering, The Hong Kong University of Science and Technology Clear Water Bay Kowloon Hong Kong.

出版信息

Chem Sci. 2023 Jan 27;14(7):1679-1686. doi: 10.1039/d2sc05913d. eCollection 2023 Feb 15.

DOI:10.1039/d2sc05913d
PMID:36819863
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9930937/
Abstract

The oxidation of styrene to benzaldehyde has been a considerable challenge in the electrochemical synthesis of organic compounds because styrene is more easily oxidized to benzoic acid. In this work, MnO with an asymmetric electronic configuration is designed to discriminate the spin-paired π electrons of styrene. One of these discriminated π electrons combined with reactive oxygen species (ROS), ˙OH, ˙OOH, , produced simultaneously on a MnO/(RuTi)O/Ti bifunctional anode, to form benzaldehyde , rather than benzoic acid. However, only benzoic acid is obtained from the oxidation of styrene on the anodes MOs/(RuTi)O/Ti, where MOs are other metal oxides with symmetric electronic configurations.

摘要

在有机化合物的电化学合成中,将苯乙烯氧化为苯甲醛是一项颇具挑战的任务,因为苯乙烯更容易被氧化为苯甲酸。在这项工作中,具有不对称电子构型的MnO被设计用于区分苯乙烯的自旋配对π电子。其中一个被区分的π电子与在MnO/(RuTi)O/Ti双功能阳极上同时产生的活性氧物种(ROS),即˙OH、˙OOH等结合,形成苯甲醛,而不是苯甲酸。然而,在阳极MOs/(RuTi)O/Ti(其中MOs是具有对称电子构型的其他金属氧化物)上,苯乙烯氧化只能得到苯甲酸。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/69b8/9930937/781b45fed264/d2sc05913d-s3.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/69b8/9930937/a839240b24c9/d2sc05913d-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/69b8/9930937/1865f2ba58fd/d2sc05913d-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/69b8/9930937/4da82666faa7/d2sc05913d-f2.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/69b8/9930937/781b45fed264/d2sc05913d-s3.jpg

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