Gutenberg Open Science: Electrochemical C−H functionalization of (hetero)arenes

Please use this identifier to cite or link to this item: http://doi.org/10.25358/openscience-6252

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DC Field	Value	Language
dc.contributor.author	Dörr, Maurice	-
dc.contributor.author	Röckl, Johannes L.	-
dc.contributor.author	Rein, Jonas	-
dc.contributor.author	Schollmeyer, Dieter	-
dc.contributor.author	Waldvogel, Siegfried R.	-
dc.date.accessioned	2021-08-09T09:43:08Z	-
dc.date.available	2021-08-09T09:43:08Z	-
dc.date.issued	2020	-
dc.identifier.uri	https://openscience.ub.uni-mainz.de/handle/20.500.12030/6262	-
dc.description.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 %.	en_GB
dc.language.iso	eng	de
dc.rights	CC BY-NC-ND	*
dc.rights.uri	https://creativecommons.org/licenses/by-nc-nd/4.0/	*
dc.subject.ddc	540 Chemie	de_DE
dc.subject.ddc	540 Chemistry and allied sciences	en_GB
dc.title	Electrochemical C−H functionalization of (hetero)arenes—optimized by DoE	en_GB
dc.type	Zeitschriftenaufsatz	de
dc.identifier.doi	http://doi.org/10.25358/openscience-6252	-
jgu.type.dinitype	article	en_GB
jgu.type.version	Published version	de
jgu.type.resource	Text	de
jgu.organisation.department	FB 09 Chemie, Pharmazie u. Geowissensch.	de
jgu.organisation.number	7950	-
jgu.organisation.name	Johannes Gutenberg-Universität Mainz	-
jgu.rights.accessrights	openAccess	-
jgu.journal.title	Chemistry - a European journal	de
jgu.journal.volume	26	de
jgu.journal.issue	45	de
jgu.pages.start	10195	de
jgu.pages.end	10198	de
jgu.publisher.year	2020	-
jgu.publisher.name	Wiley-VCH	de
jgu.publisher.place	Weinheim	de
jgu.publisher.uri	https://doi.org/10.1002/chem.202001171	de
jgu.publisher.issn	1521-3765	de
jgu.organisation.place	Mainz	-
jgu.subject.ddccode	540	de
jgu.publisher.doi	10.1002/chem.202001171
jgu.organisation.ror	https://ror.org/023b0x485
Appears in collections:	JGU-Publikationen

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