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通过阳极 C-C 交叉偶联反应合成间三联苯-2,2''-二醇。

Synthesis of meta-Terphenyl-2,2''-diols by Anodic C-C Cross-Coupling Reactions.

机构信息

Institut für Organische Chemie, Johannes Gutenberg-Universität Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.

Max Planck Graduate Center, Staudinger-Weg 9, 55128, Mainz, Germany.

出版信息

Angew Chem Int Ed Engl. 2016 Aug 26;55(36):10872-6. doi: 10.1002/anie.201605865. Epub 2016 Aug 4.

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 pincer ligands.

摘要

阳极 C-C 交叉偶联反应是一种将医学专业学术文献翻译为简体中文的通用合成方法,适用于对称和非对称联苯酚及芳基酚。在此,我们提出了一种无金属的电合成方法,可高收率、高选择性地获得对称和非对称间三联苯-2,2′-二醇。对称衍生物可通过在未分隔的电池中直接电解获得。非对称间三联苯-2,2′-二醇的合成需要两个电化学步骤。这些反应易于进行且可规模化。该方法还具有广泛的底物范围,可耐受多种功能基团。目标分子可用作用于OCO的 pincer 配体。

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