Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor
Abstract The electrochemical [3+2] cycloaddition of phenols and alkenes in a laminar‐flow microreactor was realized at an unprecedentedly low electrolyte concentration (0.001–0.01 M) owing to low solution resistance derived from the narrow electrode distance. An overoxidation of the resulting cycloa...
| Main Authors: | , , |
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| Format: | Article |
| Language: | English |
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Wiley-VCH
2023-12-01
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| Series: | ChemElectroChem |
| Subjects: | |
| Online Access: | https://doi.org/10.1002/celc.202300386 |
| _version_ | 1797404665101418496 |
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| author | Dr. Kazuhiro Okamoto Prof. Dr. Naoki Shida Prof. Dr. Mahito Atobe |
| author_facet | Dr. Kazuhiro Okamoto Prof. Dr. Naoki Shida Prof. Dr. Mahito Atobe |
| author_sort | Dr. Kazuhiro Okamoto |
| collection | DOAJ |
| description | Abstract The electrochemical [3+2] cycloaddition of phenols and alkenes in a laminar‐flow microreactor was realized at an unprecedentedly low electrolyte concentration (0.001–0.01 M) owing to low solution resistance derived from the narrow electrode distance. An overoxidation of the resulting cycloadducts (dihydrobenzofuran derivatives) was avoided through the optimization of the reactor configuration, and nine of dihydrobenzofuran derivatives are successfully synthesized in our system without any oxidant. Furthermore, simple scale‐up was enabled by using parallel stacked flow cell system. |
| first_indexed | 2024-03-09T02:58:19Z |
| format | Article |
| id | doaj.art-b7f618cca27c45648fb37abcd707a364 |
| institution | Directory Open Access Journal |
| issn | 2196-0216 |
| language | English |
| last_indexed | 2024-03-09T02:58:19Z |
| publishDate | 2023-12-01 |
| publisher | Wiley-VCH |
| record_format | Article |
| series | ChemElectroChem |
| spelling | doaj.art-b7f618cca27c45648fb37abcd707a3642023-12-05T02:03:44ZengWiley-VCHChemElectroChem2196-02162023-12-011023n/an/a10.1002/celc.202300386Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow MicroreactorDr. Kazuhiro Okamoto0Prof. Dr. Naoki Shida1Prof. Dr. Mahito Atobe2Graduate School of Engineering Yokohama National University 79-5 Tokiwa-dai, Hodogaya-ku 240-8501 Yokohama Kanagawa JapanGraduate School of Engineering Yokohama National University 79-5 Tokiwa-dai, Hodogaya-ku 240-8501 Yokohama Kanagawa JapanGraduate School of Engineering Yokohama National University 79-5 Tokiwa-dai, Hodogaya-ku 240-8501 Yokohama Kanagawa JapanAbstract The electrochemical [3+2] cycloaddition of phenols and alkenes in a laminar‐flow microreactor was realized at an unprecedentedly low electrolyte concentration (0.001–0.01 M) owing to low solution resistance derived from the narrow electrode distance. An overoxidation of the resulting cycloadducts (dihydrobenzofuran derivatives) was avoided through the optimization of the reactor configuration, and nine of dihydrobenzofuran derivatives are successfully synthesized in our system without any oxidant. Furthermore, simple scale‐up was enabled by using parallel stacked flow cell system.https://doi.org/10.1002/celc.202300386ElectrosynthesisFlow microreactorCycloadditionPhenoxonium cationDihydrobenzofuran |
| spellingShingle | Dr. Kazuhiro Okamoto Prof. Dr. Naoki Shida Prof. Dr. Mahito Atobe Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor ChemElectroChem Electrosynthesis Flow microreactor Cycloaddition Phenoxonium cation Dihydrobenzofuran |
| title | Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor |
| title_full | Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor |
| title_fullStr | Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor |
| title_full_unstemmed | Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor |
| title_short | Electrochemical [3+2] Cycloaddition Proceeding at Low Electrolyte Concentration in Laminar‐Flow Microreactor |
| title_sort | electrochemical 3 2 cycloaddition proceeding at low electrolyte concentration in laminar flow microreactor |
| topic | Electrosynthesis Flow microreactor Cycloaddition Phenoxonium cation Dihydrobenzofuran |
| url | https://doi.org/10.1002/celc.202300386 |
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