Please use this identifier to cite or link to this item:
http://doi.org/10.25358/openscience-6181
Authors: | Röckl, Johannes L. Dörr, Maurice Waldvogel, Siegfried R. |
Title: | Electrosynthesis 2.0 in 1,1,1,3,3,3-hexafluoroisopropanol/amine mixtures |
Online publication date: | 6-Jul-2021 |
Year of first publication: | 2020 |
Language: | english |
Abstract: | The intention of this review is to highlight the innovative electrolyte combination of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) with tertiary nitrogen bases in electro-organic synthesis. This easy applicable and promising mixture is not yet well established in electro-organic synthesis, but expands the various possibilities in the latter. Combinations of fluorinated alcohols with nitrogen bases form highly conductive electrolyte systems, which can be evaporated completely. Consequently, no additional supporting electrolyte is required and work-up procedures are tremendously simplified. With this electrolyte mixture carbon-carbon homo- and cross-coupling reactions of arenes and phenols have been established with substrates that have not been previously susceptible to the anodic dehydrogenative coupling reaction. The intermediate installation of highly fluorinated alkoxy moieties can be exploited for subsequent conversions as well as various benzylic functionalization, including asymmetric transformations. These transformations show unique selectivity and functional group tolerance making them highly applicable to the synthesis of sophisticated structural motifs, including natural products. |
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-6181 |
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: | ChemElectroChem 7 18 |
Pages or article number: | 3686 3694 |
Publisher: | Wiley-VCH |
Publisher place: | Weinheim |
Issue date: | 2020 |
ISSN: | 2196-0216 |
Publisher URL: | https://doi.org/10.1002/celc.202000761 |
Publisher DOI: | 10.1002/celc.202000761 |
Appears in collections: | JGU-Publikationen |
Files in This Item:
File | Description | Size | Format | ||
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![]() | röckl_johannes_l.-electrosynthes-20210705233813487.pdf | 7.11 MB | Adobe PDF | View/Open |