Autoren:	Blum, Stephan P. Schollmeyer, Dieter Turks, Maris Waldvogel, Siegfried R.
Titel:	Metal- and reagent-free electrochemical synthesis of alkyl arylsulfonates in a multi-component reaction
Online-Publikationsdatum:	6-Aug-2021
Erscheinungsdatum:	2020
Sprache des Dokuments:	Englisch
Zusammenfassung/Abstract:	This work presents the first electrochemical preparation of alkyl arylsulfonates by direct anodic oxidation of electron-rich arenes. The reaction mechanism features a multi-component reaction consisting of electron-rich arenes, an alcohol of choice and excess SO2 in an acetonitrile-HFIP reaction mixture. In-situ formed monoalkyl sulfites are considered as key intermediates with bifunctional purpose. Firstly, this species functions as nucleophile and secondly, excellent conductivity is provided. Several primary and secondary alcohols and electron-rich arenes are implemented in this reaction to form the alkyl arylsulfonates in yields up to 73 % with exquisite selectivity. Boron-doped diamond electrodes (BDD) are employed in divided cells, separated by a simple commercially available glass frit.
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-6247
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 38
Seitenzahl oder Artikelnummer:	8358 8362
Verlag:	Wiley-VCH
Verlagsort:	Weinheim
Erscheinungsdatum:	2020
ISSN:	1521-3765
URL der Originalveröffentlichung:	https://doi.org/10.1002/chem.202001180
DOI der Originalveröffentlichung:	10.1002/chem.202001180
Enthalten in den Sammlungen:	JGU-Publikationen