Gutenberg Open Science: Boron-catalyzed electrochemical Si−C bond formation for safe and controllable benzylation and allylation of hydrosilanes

Please use this identifier to cite or link to this item: http://doi.org/10.25358/openscience-8696

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DC Field	Value	Language
dc.contributor.author	Beck, Alexander D.	-
dc.contributor.author	Haufe, Stefan	-
dc.contributor.author	Waldvogel, Siegfried R.	-
dc.date.accessioned	2023-01-30T11:56:17Z	-
dc.date.available	2023-01-30T11:56:17Z	-
dc.date.issued	2022	-
dc.identifier.uri	https://openscience.ub.uni-mainz.de/handle/20.500.12030/8712	-
dc.description.abstract	The range of possible applications of B(C6F5)3 extends into many areas of organic and inorganic chemistry. However, electrochemical synthesis with hydrosilanes using B(C6F5)3 to increase yield or scope has not yet been achieved. A comprehensive study on the use of Lewis acidic boron species, especially B(C6F5)3, for the activation of hydrosilanes in presence of commercially available supporting electrolyte for Si−C bond formation was presented. The benzylation and allylation of hydrosilane species was successfully conducted in presence of catalytic amounts of B(C6F5)3 in yields up to 86 %. Screening of electrode materials revealed leaded bronzes as superior for cathodic conversion without contamination of the electrolyte by heavy metals. Supported by cyclic voltammetry studies, B(C6F5)3 activated the hydrosilane for easier nucleophilic access, leading to significant increase in yield and enrichment of the target product in the reaction mixture.	en_GB
dc.description.sponsorship	Gefördert durch die Deutsche Forschungsgemeinschaft (DFG) - Projektnummer 491381577	de
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	Boron-catalyzed electrochemical Si−C bond formation for safe and controllable benzylation and allylation of hydrosilanes	en_GB
dc.type	Zeitschriftenaufsatz	de
dc.identifier.doi	http://doi.org/10.25358/openscience-8696	-
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	ChemElectroChem	de
jgu.journal.volume	9	de
jgu.journal.issue	17	de
jgu.pages.alternative	e202200840	de
jgu.publisher.year	2022	-
jgu.publisher.name	Wiley-VCH	de
jgu.publisher.place	Weinheim	-
jgu.publisher.issn	2196-0216	de
jgu.organisation.place	Mainz	-
jgu.subject.ddccode	540	de
jgu.publisher.doi	10.1002/celc.202200840	de
jgu.organisation.ror	https://ror.org/023b0x485	-
jgu.subject.dfg	Naturwissenschaften	de
Appears in collections:	DFG-491381577-H

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