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The Longer Route can be Better: Electrosynthesis in Extended Path Flow Cells
The Chemical Record ( IF 7.0 ) Pub Date : 2021-07-24 , DOI: 10.1002/tcr.202100163
Richard C D Brown 1
Affiliation  

This personal account provides an overview of work conducted in my research group, and through collaborations with other chemists and engineers, to develop flow electrolysis cells and apply these cells in organic electrosynthesis. First, a brief summary of my training and background in organic synthesis is provided, leading in to the start of flow electrosynthesis in my lab in collaboration with Derek Pletcher. Our work on the development of extended path electrolysis flow reactors is described from a synthetic organic chemist's perspective, including laboratory scale-up to give several moles of an anodic methoxylation product in one day. The importance of cell design is emphasised with regards to achieving good performance in laboratory electrosynthesis with productivities from hundreds of mg h−1 to many g h−1, at high conversion in a selective fashion. A simple design of recycle flow cell that can be readily constructed in a small University workshop is also discussed, including simple modifications to improve cell performance. Some examples of flow electrosyntheses are provided, including Shono-type oxidation, anodic cleavage of protecting groups, Hofer-Moest reaction of cubane carboxylic acids, oxidative esterification and amidation of aldehydes, and reduction of aryl halides.

中文翻译:

更长的路径可能更好:扩展路径流通池中的电合成

此个人帐户概述了我的研究小组通过与其他化学家和工程师合作开发流动电解池并将这些电池应用于有机电合成的工作。首先,简要概述了我在有机合成方面的培训和背景,从而在我的实验室与 Derek Pletcher 合作开始了流动电合成。我们从合成有机化学家的角度描述了我们在开发扩展路径电解流动反应器方面的工作,包括实验室放大以在一天内提供几摩尔的阳极甲氧基化产物。电池设计的重要性在实验室电合成中获得良好性能以及从数百 mg h -1到许多 gh 的生产率方面得到强调-1,以选择性方式高转化。还讨论了可在小型大学车间轻松构建的循环流通池的简单设计,包括简单的修改以提高流通池性能。提供了流动电合成的一些例子,包括 Shono 型氧化、保护基团的阳极裂解、立方羧酸的 Hofer-Moest 反应、醛的氧化酯化和酰胺化以及芳基卤化物的还原。
更新日期:2021-09-19
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