Solvent Control in Electro-Organic Synthesis

Abstract Exploiting the solvent control within electro-organic conversions is a far underestimated parameter in prep-scale electrolysis. The beneficial application in several transformations is outlined and in particular discussed for the dehydrogenative coupling of arenes and heteroarenes. This sim...

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Bibliographic Details
Published in:Synlett 2019-02, Vol.30 (3), p.275-286
Main Authors: Schulz, Lara, Waldvogel, Siegfried R.
Format: Article
Language:English
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Summary:Abstract Exploiting the solvent control within electro-organic conversions is a far underestimated parameter in prep-scale electrolysis. The beneficial application in several transformations is outlined and in particular discussed for the dehydrogenative coupling of arenes and heteroarenes. This simple electrolytic strategy in fluorinated solvents allows the modulation of the substrate’s nucleophilicity and the stabilization of the intermediates as well as of the final product from over-oxidation. 1 Introduction 2 Solvent Effects in Kolbe Electrolysis and Anodic Fluorination 3 Unique Solvent Effects of 1,1,1,3,3,3-Hexafluoropropan-2-ol (HFIP) 4 Anodic Dehydrogenative Coupling Reactions with Use of HFIP as the Solvent 5 Conclusion
ISSN:0936-5214
1437-2096
DOI:10.1055/s-0037-1610303