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通过电化学和光化学实现有机合成中的新氧化还原策略。

New Redox Strategies in Organic Synthesis by Means of Electrochemistry and Photochemistry.

作者信息

Liu Jinjian, Lu Lingxiang, Wood Devin, Lin Song

机构信息

Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York 14853, United States.

出版信息

ACS Cent Sci. 2020 Aug 26;6(8):1317-1340. doi: 10.1021/acscentsci.0c00549. Epub 2020 Jul 16.

Abstract

As the breadth of radical chemistry grows, new means to promote and regulate single-electron redox activities play increasingly important roles in driving modern synthetic innovation. In this regard, photochemistry and electrochemistry-both considered as niche fields for decades-have seen an explosive renewal of interest in recent years and gradually have become a cornerstone of organic chemistry. In this Outlook article, we examine the current state-of-the-art in the areas of electrochemistry and photochemistry, as well as the nascent area of electrophotochemistry. These techniques employ external stimuli to activate organic molecules and imbue privileged control of reaction progress and selectivity that is challenging to traditional chemical methods. Thus, they provide alternative entries to known and new reactive intermediates and enable distinct synthetic strategies that were previously unimaginable. Of the many hallmarks, electro- and photochemistry are often classified as "green" technologies, promoting organic reactions under mild conditions without the necessity for potent and wasteful oxidants and reductants. This Outlook reviews the most recent growth of these fields with special emphasis on conceptual advances that have given rise to enhanced accessibility to the tools of the modern chemical trade.

摘要

随着自由基化学领域不断拓展,促进和调控单电子氧化还原活性的新方法在推动现代合成创新方面发挥着越来越重要的作用。在这方面,光化学和电化学——几十年来一直被视为小众领域——近年来受到了人们极大的关注,并逐渐成为有机化学的基石。在这篇展望文章中,我们探讨了电化学、光化学以及新兴的光电化学领域的当前发展现状。这些技术利用外部刺激来激活有机分子,并赋予对反应进程和选择性的特殊控制,这对传统化学方法来说具有挑战性。因此,它们为已知和新的反应中间体提供了不同的引入途径,并实现了以前无法想象的独特合成策略。在众多特点中,电化学和光化学通常被归类为“绿色”技术,能够在温和条件下促进有机反应,而无需使用强效且浪费的氧化剂和还原剂。本展望回顾了这些领域的最新发展,特别强调了那些使得现代化学工具更易于获取的概念性进展。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7447/7453421/ed6e9da14d6a/oc0c00549_0001.jpg

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