Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-6247
Authors: | Blum, Stephan P. Schollmeyer, Dieter Turks, Maris Waldvogel, Siegfried R. |
Title: | Metal- and reagent-free electrochemical synthesis of alkyl arylsulfonates in a multi-component reaction |
Online publication date: | 6-Aug-2021 |
Year of first publication: | 2020 |
Language: | english |
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: | 540 Chemie 540 Chemistry and allied sciences |
Institution: | Johannes Gutenberg-Universität Mainz |
Department: | FB 09 Chemie, Pharmazie u. Geowissensch. |
Place: | Mainz |
ROR: | https://ror.org/023b0x485 |
DOI: | http://doi.org/10.25358/openscience-6247 |
Version: | Published version |
Publication type: | Zeitschriftenaufsatz |
License: | CC BY-NC-ND |
Information on rights of use: | https://creativecommons.org/licenses/by-nc-nd/4.0/ |
Journal: | Chemistry - a European journal 26 38 |
Pages or article number: | 8358 8362 |
Publisher: | Wiley-VCH |
Publisher place: | Weinheim |
Issue date: | 2020 |
ISSN: | 1521-3765 |
Publisher URL: | https://doi.org/10.1002/chem.202001180 |
Publisher DOI: | 10.1002/chem.202001180 |
Appears in collections: | JGU-Publikationen |
Files in This Item:
File | Description | Size | Format | ||
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blum_stephan_p.-metal-_and_rea-20210803235404214.pdf | 1.12 MB | Adobe PDF | View/Open |