Abstract Molecular anthracene has been used as an arene in the Friedel-Crafts (FC) type arylation reaction of anthracenyl-α-hydroxyphosphonate in the presence of acid. A diverse product formation is observed, in which anthracene unit is found to be linked through its C1 position with α-C of phosphonate. Interestingly, the molecular conformation (X-ray structure) of this phosphonate reveals one of the bond angles of a tetrahedral carbon as 118° which is close to the C of sp2 character. Further, molecular anthracene is also recognized to attack at the C10 position of 9-anthracenylphosphonate through C1 or C2 or C9 atoms and the structures of three isomeric phosphonates are established with the help of 1H and 31P NMR studies. The bis-anthracenyl compounds with a P-CH2 unit have been successfully utilized in Horner-Wadsworth-Emmons (HWE) reactions to afford extensive bis-anthracenyl-linked π-conjugates. Graphical Abstract

中文翻译：

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蒽基-α-羟基膦酸酯与蒽的反应：获得多种（双）-蒽基甲基膦酸酯作为广泛的 π 共轭物的合适来源

摘要 分子蒽已被用作在酸存在下蒽基-α-羟基膦酸酯的弗瑞德-克来福特 (FC) 型芳基化反应中的芳烃。观察到多种产物形成，其中发现蒽单元通过其 C1 位置与膦酸酯的 α-C 连接。有趣的是，该膦酸酯的分子构象（X 射线结构）显示四面体碳的键角之一为 118°，这与 sp2 特征的 C 接近。此外，分子蒽也被认为通过 C1 或 C2 或 C9 原子攻击 9-蒽基膦酸酯的 C10 位置，并且在 1H 和 31P NMR 研究的帮助下建立了三种异构膦酸酯的结构。具有 P-CH2 单元的双蒽基化合物已成功用于 Horner-Wadsworth-Emmons (HWE) 反应，以提供广泛的双蒽基连接的 π 共轭物。图形概要