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Synthesis of meta‐Terphenyl‐2,2′′‐diols by Anodic C−C Cross‐Coupling Reactions
Authors:Sebastian Lips  Anton Wiebe  Dr Bernd Elsler  Dr Dieter Schollmeyer  Dr Katrin M Dyballa  Prof Dr Robert Franke  Prof Dr Siegfried R Waldvogel
Institution:1. Institut für Organische Chemie, Johannes Gutenberg-Universit?t Mainz, Mainz, Germany;2. Max Planck Graduate Center, Mainz, Germany;3. Evonik Performance Materials GmbH, Marl, Germany;4. Lehrstuhl für Theoretische Chemie, Ruhr-Universit?t Bochum, Bochum, Germany
Abstract:The anodic C?C cross‐coupling reaction is a versatile synthetic approach to symmetric and non‐symmetric biphenols and arylated phenols. We herein present a metal‐free electrosynthetic method that provides access to symmetric and non‐symmetric meta‐terphenyl‐2,2′′‐diols in good yields and high selectivity. Symmetric derivatives can be obtained by direct electrolysis in an undivided cell. The synthesis of non‐symmetric meta‐terphenyl‐2,2′′‐diols required two electrochemical steps. The reactions are easy to conduct and scalable. The method also features a broad substrate scope, and a large variety of functional groups are tolerated. The target molecules may serve as OCO]3? pincer ligands.
Keywords:C−  C coupling  electrochemistry  meta-terphenyl compounds  pincer ligands  protecting groups
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