The longer route can be better: Electrosynthesis in extended path flow cells
The longer route can be better: Electrosynthesis in extended path flow cells
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, and 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.
electrosynthesis, flow chemistry, single-pass electrolysis cells, anodic oxidation, flow reactors
2472-2487
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
1 September 2021
Brown, Richard C.D.
21ce697a-7c3a-480e-919f-429a3d8550f5
Brown, Richard C.D.
(2021)
The longer route can be better: Electrosynthesis in extended path flow cells.
The Chemical Record, .
(doi:10.1002/tcr.202100163).
Abstract
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, and 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.
Text
Brown Chem Rec (revised)
- Accepted Manuscript
More information
Accepted/In Press date: 13 July 2021
e-pub ahead of print date: 24 July 2021
Published date: 1 September 2021
Keywords:
electrosynthesis, flow chemistry, single-pass electrolysis cells, anodic oxidation, flow reactors
Identifiers
Local EPrints ID: 450466
URI: http://eprints.soton.ac.uk/id/eprint/450466
ISSN: 1527-8999
PURE UUID: b1c60d1d-be3f-42ce-bf4e-a4d9a1b209ef
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Date deposited: 28 Jul 2021 16:32
Last modified: 17 Mar 2024 02:44
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