Synthesis of meta-Terphenyl-2,2′′-diols by Anodic C−C Cross-Coupling Reactions

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• 作者：Sebastian Lips ; Anton Wiebe ; Dr. Bernd Elsler ; Dr. Dieter Schollmeyer ; Dr. Katrin M. Dyballa ; Prof. Dr. Robert Franke and Prof. Dr. Siegfried R. Waldvogel
• 刊名：Angewandte Chemie International Edition
• 出版年：2016
• 出版时间：August 26, 2016
• 年：2016
• 卷：55
• 期：36
• 页码：10872-10876
• 全文大小：744K
• ISSN：1521-3773

文摘

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 m>metam>-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 m>metam>-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.