Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell
Electrochemical fluorination of triphenylmethane derivatives and bis(phenylthio)diphenylmethane derivatives by using a split bipolar electrode is described. The reaction conditions for the fluorination of triphenylmethane were further optimized from the previous report to obtain the desired product...
| Main Authors: | , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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The Electrochemical Society of Japan
2021-09-01
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| Series: | Electrochemistry |
| Subjects: | |
| Online Access: | https://www.jstage.jst.go.jp/article/electrochemistry/89/5/89_21-00074/_pdf/-char/en |
| _version_ | 1797969633551056896 |
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| author | Naoki SHIDA Elena VILLANI Mokurai SANUKI Kazuhiro MIYAMOTO Akihiro GOTOU Tomohiro ISOGAI Akiyoshi YAMAUCHI Toshio FUCHIGAMI Ikuyoshi TOMITA Shinsuke INAGI |
| author_facet | Naoki SHIDA Elena VILLANI Mokurai SANUKI Kazuhiro MIYAMOTO Akihiro GOTOU Tomohiro ISOGAI Akiyoshi YAMAUCHI Toshio FUCHIGAMI Ikuyoshi TOMITA Shinsuke INAGI |
| author_sort | Naoki SHIDA |
| collection | DOAJ |
| description | Electrochemical fluorination of triphenylmethane derivatives and bis(phenylthio)diphenylmethane derivatives by using a split bipolar electrode is described. The reaction conditions for the fluorination of triphenylmethane were further optimized from the previous report to obtain the desired product in quantitative yields. Fluorination reaction cleanly proceeded under a wide range of voltage applied between the driving electrodes, from 25 to 100 V. Use of lower voltage is preferable in terms of energy efficiency, whereas higher voltage shortened the reaction time. The optimized conditions were applicable to the fluorination of other triphenylmethane derivatives and bis(phenylthio)diphenylmethane derivatives to give the corresponding fluorinated products. |
| first_indexed | 2024-04-11T03:04:23Z |
| format | Article |
| id | doaj.art-d7ca07d510704cc6915b7aef3a2d481a |
| institution | Directory Open Access Journal |
| issn | 2186-2451 |
| language | English |
| last_indexed | 2024-04-11T03:04:23Z |
| publishDate | 2021-09-01 |
| publisher | The Electrochemical Society of Japan |
| record_format | Article |
| series | Electrochemistry |
| spelling | doaj.art-d7ca07d510704cc6915b7aef3a2d481a2023-01-02T13:29:17ZengThe Electrochemical Society of JapanElectrochemistry2186-24512021-09-0189547647910.5796/electrochemistry.21-00074electrochemistryBipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped CellNaoki SHIDA0Elena VILLANI1Mokurai SANUKI2Kazuhiro MIYAMOTO3Akihiro GOTOU4Tomohiro ISOGAI5Akiyoshi YAMAUCHI6Toshio FUCHIGAMI7Ikuyoshi TOMITA8Shinsuke INAGI9Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyDepartment of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyDepartment of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyDepartment of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyDaikin Industries Ltd.Daikin Industries Ltd.Daikin Industries Ltd.Department of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyDepartment of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyDepartment of Chemical Science and Engineering, School of Materials and Chemical Technology, Tokyo Institute of TechnologyElectrochemical fluorination of triphenylmethane derivatives and bis(phenylthio)diphenylmethane derivatives by using a split bipolar electrode is described. The reaction conditions for the fluorination of triphenylmethane were further optimized from the previous report to obtain the desired product in quantitative yields. Fluorination reaction cleanly proceeded under a wide range of voltage applied between the driving electrodes, from 25 to 100 V. Use of lower voltage is preferable in terms of energy efficiency, whereas higher voltage shortened the reaction time. The optimized conditions were applicable to the fluorination of other triphenylmethane derivatives and bis(phenylthio)diphenylmethane derivatives to give the corresponding fluorinated products.https://www.jstage.jst.go.jp/article/electrochemistry/89/5/89_21-00074/_pdf/-char/enelectrosynthesisbipolar electrochemistryanodic fluorinationorganic electrochemistry |
| spellingShingle | Naoki SHIDA Elena VILLANI Mokurai SANUKI Kazuhiro MIYAMOTO Akihiro GOTOU Tomohiro ISOGAI Akiyoshi YAMAUCHI Toshio FUCHIGAMI Ikuyoshi TOMITA Shinsuke INAGI Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell Electrochemistry electrosynthesis bipolar electrochemistry anodic fluorination organic electrochemistry |
| title | Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell |
| title_full | Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell |
| title_fullStr | Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell |
| title_full_unstemmed | Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell |
| title_short | Bipolar Electrochemical Fluorination of Triphenylmethane and Bis(phenylthio)diphenylmethane Derivatives in a U-shaped Cell |
| title_sort | bipolar electrochemical fluorination of triphenylmethane and bis phenylthio diphenylmethane derivatives in a u shaped cell |
| topic | electrosynthesis bipolar electrochemistry anodic fluorination organic electrochemistry |
| url | https://www.jstage.jst.go.jp/article/electrochemistry/89/5/89_21-00074/_pdf/-char/en |
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