Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base
This study introduces a novel low-temperature electrochemical flow reactor for the efficient trichloromethylation of benzaldehyde using electrogenerated bases (EGBs). The setup achieved precise temperature control by leveraging a Peltier-cooled system and a divided flow reactor with carbon-felt elec...
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| Format: | Article |
| Language: | English |
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The Electrochemical Society of Japan
2025-01-01
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| Series: | Electrochemistry |
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| Online Access: | https://www.jstage.jst.go.jp/article/electrochemistry/93/1/93_24-00117/_html/-char/en |
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| _version_ | 1832591146289725440 |
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| author | Tatsuya MORIMOTO Su-Gi CHONG Masashi FUJITA Naoki SHIDA Mahito ATOBE |
| author_facet | Tatsuya MORIMOTO Su-Gi CHONG Masashi FUJITA Naoki SHIDA Mahito ATOBE |
| author_sort | Tatsuya MORIMOTO |
| collection | DOAJ |
| description | This study introduces a novel low-temperature electrochemical flow reactor for the efficient trichloromethylation of benzaldehyde using electrogenerated bases (EGBs). The setup achieved precise temperature control by leveraging a Peltier-cooled system and a divided flow reactor with carbon-felt electrodes without requiring external cooling baths. Optimization of reaction parameters, including flow rate, temperature, and charge passed, resulted in a maximum yield of 67 % for 2,2,2-trichloro-1-phenylethanol, demonstrating significantly enhanced stability and reactivity of EGBs. This system exhibits a productivity of 1.01 mmol h−1, which is 6.7 times higher than that of a prior microflow reactor approach, and successfully scales up to reactions involving 5 mmol of substrate. Cooling was identified as a critical factor in stabilizing the reactive intermediates, while further experiments confirmed the inefficacy of external cooling components alone. This robust and scalable reactor design highlights the potential for advancing low-temperature electrochemical synthesis and unlocking new reaction pathways. |
| format | Article |
| id | doaj-art-121730d764624bb198cbb5793926eff0 |
| institution | Kabale University |
| issn | 2186-2451 |
| language | English |
| publishDate | 2025-01-01 |
| publisher | The Electrochemical Society of Japan |
| record_format | Article |
| series | Electrochemistry |
| spelling | doaj-art-121730d764624bb198cbb5793926eff02025-01-23T01:11:02ZengThe Electrochemical Society of JapanElectrochemistry2186-24512025-01-0193101700501700510.5796/electrochemistry.24-00117electrochemistryLow-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated BaseTatsuya MORIMOTO0Su-Gi CHONG1Masashi FUJITA2Naoki SHIDA3https://orcid.org/0000-0003-0586-1216Mahito ATOBE4https://orcid.org/0000-0002-3173-3608Department of Chemistry and Life Science, Yokohama National UniversityDepartment of Chemistry and Life Science, Yokohama National UniversityEC Frontier Co., Ltd.Department of Chemistry and Life Science, Yokohama National UniversityDepartment of Chemistry and Life Science, Yokohama National UniversityThis study introduces a novel low-temperature electrochemical flow reactor for the efficient trichloromethylation of benzaldehyde using electrogenerated bases (EGBs). The setup achieved precise temperature control by leveraging a Peltier-cooled system and a divided flow reactor with carbon-felt electrodes without requiring external cooling baths. Optimization of reaction parameters, including flow rate, temperature, and charge passed, resulted in a maximum yield of 67 % for 2,2,2-trichloro-1-phenylethanol, demonstrating significantly enhanced stability and reactivity of EGBs. This system exhibits a productivity of 1.01 mmol h−1, which is 6.7 times higher than that of a prior microflow reactor approach, and successfully scales up to reactions involving 5 mmol of substrate. Cooling was identified as a critical factor in stabilizing the reactive intermediates, while further experiments confirmed the inefficacy of external cooling components alone. This robust and scalable reactor design highlights the potential for advancing low-temperature electrochemical synthesis and unlocking new reaction pathways.https://www.jstage.jst.go.jp/article/electrochemistry/93/1/93_24-00117/_html/-char/enelectrosynthesisflow electrochemistryelectrogenerated basetrichloromethylation |
| spellingShingle | Tatsuya MORIMOTO Su-Gi CHONG Masashi FUJITA Naoki SHIDA Mahito ATOBE Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base Electrochemistry electrosynthesis flow electrochemistry electrogenerated base trichloromethylation |
| title | Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base |
| title_full | Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base |
| title_fullStr | Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base |
| title_full_unstemmed | Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base |
| title_short | Low-Temperature Flow Electrolysis for Efficient Trichloromethylation Aided by Electrogenerated Base |
| title_sort | low temperature flow electrolysis for efficient trichloromethylation aided by electrogenerated base |
| topic | electrosynthesis flow electrochemistry electrogenerated base trichloromethylation |
| url | https://www.jstage.jst.go.jp/article/electrochemistry/93/1/93_24-00117/_html/-char/en |
| work_keys_str_mv | AT tatsuyamorimoto lowtemperatureflowelectrolysisforefficienttrichloromethylationaidedbyelectrogeneratedbase AT sugichong lowtemperatureflowelectrolysisforefficienttrichloromethylationaidedbyelectrogeneratedbase AT masashifujita lowtemperatureflowelectrolysisforefficienttrichloromethylationaidedbyelectrogeneratedbase AT naokishida lowtemperatureflowelectrolysisforefficienttrichloromethylationaidedbyelectrogeneratedbase AT mahitoatobe lowtemperatureflowelectrolysisforefficienttrichloromethylationaidedbyelectrogeneratedbase |