Autoren:	Gombos, Lilla G. Werner, Leo Schollmeyer, Dieter Martínez-Huitle, Carlos A. Waldvogel, Siegfried R.
Titel:	Selective electrochemical dibromination of terpenes and naturally derived olefins
Online-Publikationsdatum:	30-Jan-2023
Erscheinungsdatum:	2022
Sprache des Dokuments:	Englisch
Zusammenfassung/Abstract:	A simple electrochemical protocol is established for the selective alkene dibromination of naturally derived olefins, such as terpenes. The use of hazardous Br2 or its analogues have been elegantly avoided by employing readily available, inexpensive, and harmless sodium bromide with a dual role as reagent and supporting electrolyte in combination with sustainable carbon-based electrodes. This electrochemical protocol provides the desired products with good to excellent yields up to 82 % with 10 examples. Scalability has been proved by a 5-fold scale-up. Notably, higher yields and selectivity were achieved in comparison to conventional bromination by Br2 and DMSO/HBr system and the dibrominated compound was eligible for further functionalization, such as cyanation according to the Kolbe nitrile synthesis protocol.
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-8695
Version:	Published version
Publikationstyp:	Zeitschriftenaufsatz
Nutzungsrechte:	CC BY-NC-ND
Informationen zu den Nutzungsrechten:	https://creativecommons.org/licenses/by-nc-nd/4.0/
Zeitschrift:	European journal of organic chemistry 2022 47
Seitenzahl oder Artikelnummer:	e202200857
Verlag:	Wiley VCZ
Verlagsort:	Weinheim
Erscheinungsdatum:	2022
ISSN:	1099-0690
DOI der Originalveröffentlichung:	10.1002/ejoc.202200857
Enthalten in den Sammlungen:	DFG-491381577-H