Electrochemical C−H Functionalization of (Hetero)Arenes—Optimized by DoE
- Publication type:
- Journal article
- Metadata:
-
- Abstract
- <jats:title>Abstract</jats:title><jats:p>A novel approach towards the activation of different arenes and purines including caffeine and theophylline is presented. The simple, safe and scalable electrochemical synthesis of 1,1,1,3,3,3‐hexafluoroisopropanol (HFIP) aryl ethers was conducted using an easy electrolysis setup with boron‐doped diamond (BDD) electrodes. Good yields up to 59 % were achieved. Triethylamine was used as a base as it forms a highly conductive media with HFIP, making additional supporting electrolytes superfluous. The synthesis was optimized using Design of Experiment (DoE) techniques giving a detailed insight to the significance of the reaction parameters. The mechanism was investigated by cyclic voltammetry (CV). Subsequent transition metal‐catalyzed as well as metal‐free functionalization led to interesting motifs in excellent yields up to 94 %.</jats:p>
- Autoren
- Maurice Dörr
- Johannes L Röckl
- Jonas Rein
- Dieter Schollmeyer
- Siegfried R Waldvogel
- DOI
- 10.1002/chem.202001171
- eISSN
- 1521-3765
- ISSN
- 0947-6539
- Ausgabe der Veröffentlichung
- 45
- Zeitschrift
- Chemistry – A European Journal
- Sprache
- en
- Online publication date
- 2020
- Paginierung
- 10195 - 10198
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Herausgeber
- Wiley
- Herausgeber URL
- http://dx.doi.org/10.1002/chem.202001171
- Datum der Datenerfassung
- 2023
- Titel
- Electrochemical C−H Functionalization of (Hetero)Arenes—Optimized by DoE
- Ausgabe der Zeitschrift
- 26
Data source: Crossref
- Other metadata sources:
-
- Author's licence
- CC-BY-NC-ND
- Autoren
- Maurice Dörr
- Johannes L Röckl
- Jonas Rein
- Dieter Schollmeyer
- Siegfried R Waldvogel
- Hosting institution
- Universitätsbibliothek Mainz
- Sammlungen
- JGU-Publikationen
- Resource version
- Published version
- DOI
- 10.1002/chem.202001171
- File(s) embargoed
- false
- Open access
- true
- ISSN
- 1521-3765
- Ausgabe der Veröffentlichung
- 45
- Zeitschrift
- Chemistry - a European journal
- Schlüsselwörter
- 540 Chemie
- 540 Chemistry and allied sciences
- Sprache
- eng
- Open access status
- Open Access
- Paginierung
- 10195 - 10198
- Datum der Veröffentlichung
- 2020
- Public URL
- https://openscience.ub.uni-mainz.de/handle/20.500.12030/6262
- Herausgeber
- Wiley-VCH
- Herausgeber URL
- https://doi.org/10.1002/chem.202001171
- Datum der Datenerfassung
- 2021
- Datum, an dem der Datensatz öffentlich gemacht wurde
- 2021
- Zugang
- Public
- Titel
- Electrochemical C−H functionalization of (hetero)arenes—optimized by DoE
- Ausgabe der Zeitschrift
- 26
Files
dörr_maurice-electrochemica-20210804001550682.pdf
Data source: OPENSCIENCE.UB