Ruthenium-catalyzed C–O bond activation/arylation of methoxy and O-carbamoyl-substituted fluorenones is reported. Established are new reactions of compound 1 (X = H) to aryl (2) and 1,8-diaryl (3) fluorenones. Orthogonal ruthenium-, palladium- and nickel-catalyzed reactions with Suzuki–Miyaura reactions to afford 1,4-diaryl (4) and 1,4,8-triaryl fluorenones (5) are also described. The ready availability of starting methoxy fluorenones by directed ortho and remote metalation tactics confers facility to the presented reactions which may find application in material science areas. DFT calculations have been performed to rationalize the lack of C–H bond reactivity in the ruthenium-catalyzed reaction.

中文翻译：

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化学选择性钌催化 C-O 键活化：用于合成聚芳基芴酮的镍和钯催化反应的正交性

报道了钌催化的甲氧基和 O-氨基甲酰基取代的芴酮的 C-O 键活化/芳基化。建立了化合物 1 (X = H) 到芳基 (2) 和 1,8-二芳基 (3) 芴酮的新反应。还描述了通过 Suzuki-Miyaura 反应得到 1,4-二芳基 (4) 和 1,4,8-三芳基芴酮 (5) 的正交钌、钯和镍催化反应。通过定向邻位和远程金属化策略可以随时获得起始甲氧基芴酮，这为所提出的反应提供了便利，这些反应可能会在材料科学领域得到应用。已经进行了 DFT 计算以合理化在钌催化反应中缺乏 C-H 键反应性。