Electrosynthesis of 3,3′,5,5’-Tetramethyl-2,2′-biphenol in Flow
- Publication type:
- Journal article
- Metadata:
-
- Abstract
- <jats:title>Abstract</jats:title><jats:p>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 (<jats:bold>4</jats:bold>) 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.</jats:p>
- Autoren
- Maximilian Selt
- Barbara Gleede
- Robert Franke
- Andreas Stenglein
- Siegfried R Waldvogel
- DOI
- 10.1007/s41981-020-00121-6
- eISSN
- 2063-0212
- ISSN
- 2062-249X
- Ausgabe der Veröffentlichung
- 2
- Zeitschrift
- Journal of Flow Chemistry
- Sprache
- en
- Online publication date
- 2020
- Paginierung
- 143 - 162
- Datum der Veröffentlichung
- 2021
- Status
- Published
- Herausgeber
- Springer Science and Business Media LLC
- Herausgeber URL
- http://dx.doi.org/10.1007/s41981-020-00121-6
- Datum der Datenerfassung
- 2021
- Titel
- Electrosynthesis of 3,3′,5,5’-Tetramethyl-2,2′-biphenol in Flow
- Ausgabe der Zeitschrift
- 11
Data source: Crossref
- Other metadata sources:
-
- Author's licence
- CC-BY
- Autoren
- Maximilian Selt
- Barbara Gleede
- Robert Franke
- Andreas Stenglein
- Siegfried R Waldvogel
- Hosting institution
- Universitätsbibliothek Mainz
- Sammlungen
- JGU-Publikationen
- Resource version
- Published version
- DOI
- 10.1007/s41981-020-00121-6
- File(s) embargoed
- false
- Open access
- true
- ISSN
- 2063-0212
- Zeitschrift
- Journal of Flow Chemistry
- Schlüsselwörter
- 540 Chemie
- 540 Chemistry and allied sciences
- Sprache
- eng
- Open access status
- Open Access
- Paginierung
- 143 - 162
- Datum der Veröffentlichung
- 2021
- Public URL
- https://openscience.ub.uni-mainz.de/handle/20.500.12030/5877
- Herausgeber
- Springer Verlag
- Herausgeber URL
- https://doi.org/10.1007/s41981-020-00121-6
- Datum der Datenerfassung
- 2021
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2021
- Zugang
- Public
- Titel
- Electrosynthesis of 3,3′,5,5’-tetramethyl-2,2′-biphenol in flow
- Ausgabe der Zeitschrift
- 11
Files
selt_maximilian-electrosynthes-20210519122448604.pdf
Data source: OPENSCIENCE.UB