Synlett 2019; 30(10): 1174-1177
DOI: 10.1055/s-0037-1611942
cluster
© Georg Thieme Verlag Stuttgart · New York

Electrochemical Synthesis of 2-Hydroxy-para-terphenyls by Dehydrogenative Anodic C–C Cross-Coupling Reaction

Sebastian Lips
a   Johannes Gutenberg University Mainz, Institute of Organic Chemistry, Duesbergweg 10-14, 55128 Mainz, Germany   Email: waldvogel@uni-mainz.de
,
Robert Franke
b   Evonik Performance Materials GmbH, Paul-Baumann-Straße 1, 45772 Marl, Germany
c   Lehrstuhl für Theoretische Chemie, Ruhr-Universität Bochum, 44780 Bochum, Germany
,
Siegfried R. Waldvogel  *
a   Johannes Gutenberg University Mainz, Institute of Organic Chemistry, Duesbergweg 10-14, 55128 Mainz, Germany   Email: waldvogel@uni-mainz.de
› Author AffiliationsS.R.W. thanks the DFG (Wa1276/14-1) for financial support. S.L. and S.R.W. acknowledge the Carl-Zeiss Foundation for granting a fellowship and the research network ELYSION, respectively.
Further Information

Publication History

Received: 14 November 2018

Accepted after revision: 04 December 2018

Publication Date:
08 January 2019 (online)

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Published as part of the Cluster Electrochemical Synthesis and Catalysis

Abstract

The anodic C–C cross-coupling reaction provides fast access to a wide range of bi- and terarylic scaffolds by electrochemically mediated arylation reactions. Herein, a metal- and reagent-free electrosynthetic protocol for the synthesis of nonsymmetrical 2-hydroxy-para-teraryl derivatives is presented for the first time. It is scalable, easy to conduct, and allows the use of a broad variety of different functional groups.

Key words

C–C coupling - protecting groups - electrochemistry - C–H activation - arylation - terphenyls

Supporting Information

    Supporting information for this article is available online at https://doi.org/10.1055/s-0037-1611942.
  • Supporting Information
 

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