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http://doi.org/10.25358/openscience-5868
Autoren: | Selt, Maximilian Gleede, Barbara Franke, Robert Stenglein, Andreas Waldvogel, Siegfried R. |
Titel: | Electrosynthesis of 3,3′,5,5’-tetramethyl-2,2′-biphenol in flow |
Online-Publikationsdatum: | 19-Mai-2021 |
Erscheinungsdatum: | 2021 |
Sprache des Dokuments: | Englisch |
Zusammenfassung/Abstract: | 3,3′,5,5’-Tetramethyl-2,2′-biphenol is well known as an outstanding building block for ligands in transition-metal catalysis and is therefore of particular industrial interest. The electro-organic method is a powerful, sustainable, and efficient alternative to conventional synthetic approaches to obtain symmetric and non-symmetric biphenols. Here, we report the successive scale-up of the dehydrogenative anodic homocoupling of 2,4-dimethylphenol (4) from laboratory scale to the technically relevant scale in highly modular narrow gap flow electrolysis cells. The electrosynthesis was optimized in a manner that allows it to be easily adopted to different scales such as laboratory, semitechnical and technical scale. This includes not only the synthesis itself and its optimization but also a work-up strategy of the desired biphenols for larger scale. Furthermore, the challenges such as side reactions, heat development and gas evolution that arose during optimization are also discussed in detail. We have succeeded in obtaining yields of up to 62% of the desired biphenol. |
DDC-Sachgruppe: | 540 Chemie 540 Chemistry and allied sciences |
Veröffentlichende Institution: | Johannes Gutenberg-Universität Mainz |
Organisationseinheit: | FB 09 Chemie, Pharmazie u. Geowissensch. |
Veröffentlichungsort: | Mainz |
ROR: | https://ror.org/023b0x485 |
DOI: | http://doi.org/10.25358/openscience-5868 |
Version: | Published version |
Publikationstyp: | Zeitschriftenaufsatz |
Nutzungsrechte: | CC BY |
Informationen zu den Nutzungsrechten: | https://creativecommons.org/licenses/by/4.0/ |
Zeitschrift: | Journal of Flow Chemistry 11 |
Seitenzahl oder Artikelnummer: | 143 162 |
Verlag: | Springer Verlag |
Erscheinungsdatum: | 2021 |
ISSN: | 2063-0212 |
URL der Originalveröffentlichung: | https://doi.org/10.1007/s41981-020-00121-6 |
DOI der Originalveröffentlichung: | 10.1007/s41981-020-00121-6 |
Enthalten in den Sammlungen: | JGU-Publikationen |
Dateien zu dieser Ressource:
Datei | Beschreibung | Größe | Format | ||
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![]() | selt_maximilian-electrosynthes-20210519122448604.pdf | 3.63 MB | Adobe PDF | Öffnen/Anzeigen |