Autoren:	Dörr, Maurice Röckl, Johannes L. Rein, Jonas Schollmeyer, Dieter Waldvogel, Siegfried R.
Titel:	Electrochemical C−H functionalization of (hetero)arenes—optimized by DoE
Online-Publikationsdatum:	9-Aug-2021
Erscheinungsdatum:	2020
Sprache des Dokuments:	Englisch
Zusammenfassung/Abstract:	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 %.
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-6252
Version:	Published version
Publikationstyp:	Zeitschriftenaufsatz
Nutzungsrechte:	CC BY-NC-ND
Informationen zu den Nutzungsrechten:	https://creativecommons.org/licenses/by-nc-nd/4.0/
Zeitschrift:	Chemistry - a European journal 26 45
Seitenzahl oder Artikelnummer:	10195 10198
Verlag:	Wiley-VCH
Verlagsort:	Weinheim
Erscheinungsdatum:	2020
ISSN:	1521-3765
URL der Originalveröffentlichung:	https://doi.org/10.1002/chem.202001171
DOI der Originalveröffentlichung:	10.1002/chem.202001171
Enthalten in den Sammlungen:	JGU-Publikationen