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使用三维打印的过氧化物酶体增殖物激活受体多金属氧酸盐将苄醇无氧化剂电化学直接氧化为苯甲醛

Oxidant-Free Electrochemical Direct Oxidative Benzyl Alcohols to Benzyl Aldehydes Using Three-Dimensional Printing PPAR Polyoxometalate.

作者信息

Zhang Wenhui, Liu Ran, Lv Xueyan, Jiang Lirong, Tang Silu, Liu Gang, Shen Guodong, Huang Xianqiang, Ma Chen, Yang Bingchuan

机构信息

School of Chemistry and Chemical Engineering, Liaocheng University, Liaocheng 252000, China.

School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.

出版信息

Molecules. 2023 Sep 6;28(18):6460. doi: 10.3390/molecules28186460.

DOI:10.3390/molecules28186460
PMID:37764236
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC10534777/
Abstract

The oxidation of benzyl alcohols is an important reaction in organic synthesis. Traditional methods for benzyl alcohol oxidation have not been widely utilized due to the use of significant amounts of precious metals and environmentally unfriendly reagents. In recent years, electrocatalytic oxidation has gained significant attention, particularly electrochemical anodic oxidation, which offers a sustainable alternative for oxidation without the need for external oxidants or reducing agents. Here, a copper monosubstituted phosphotungstate-based polyacrylate resins (Cu-LPOMs@PPAR) catalyst has been fabricated with immobilization and recyclability using 3D printing technology that can be successfully applied in the electrocatalytic oxidation of benzyl alcohol to benzaldehyde, achieving atom economy and reducing pollution. In this protocol, we obtain benzaldehyde in good yields with excellent functional group toleration under metal-free and oxidant-free conditions. This strategy could provide a new avenue for heterogeneous catalysts in application for enhancing the efficiency and selectivity of electrocatalytic oxidation processes.

摘要

苄醇的氧化是有机合成中的一个重要反应。由于使用大量贵金属和对环境不友好的试剂,传统的苄醇氧化方法尚未得到广泛应用。近年来,电催化氧化受到了广泛关注,特别是电化学阳极氧化,它提供了一种无需外部氧化剂或还原剂的可持续氧化替代方法。在此,通过3D打印技术制备了一种基于单取代磷钨酸铜的聚丙烯酸酯树脂(Cu-LPOMs@PPAR)催化剂,该催化剂具有固定化和可回收性,可成功应用于苄醇电催化氧化为苯甲醛的反应中,实现原子经济性并减少污染。在本方案中,我们在无金属和无氧化剂的条件下以良好的产率获得了苯甲醛,且具有优异的官能团耐受性。该策略可为非均相催化剂在提高电催化氧化过程效率和选择性方面的应用提供一条新途径。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/e88f6ccd5548/molecules-28-06460-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/db09841538e7/molecules-28-06460-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/1d5fb0ef5774/molecules-28-06460-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/93d88909e655/molecules-28-06460-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/459d0752b8a4/molecules-28-06460-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/e88f6ccd5548/molecules-28-06460-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/db09841538e7/molecules-28-06460-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/1d5fb0ef5774/molecules-28-06460-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/93d88909e655/molecules-28-06460-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/459d0752b8a4/molecules-28-06460-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/f4bf/10534777/e88f6ccd5548/molecules-28-06460-g005.jpg

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本文引用的文献

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Metal- and oxidant-free electrochemically promoted oxidative coupling of amines.
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