Nanographenes on oxides The growth of nanographene islands and ribbons on metal surfaces can be accomplished on single-crystal metal surfaces through carbon-carbon coupling reactions, but the surfaces of oxides do not assist these reactions. Kolmer et al. show that fluorinated aryl groups can be coupled to form nanographenes on the rutile surface of titanium oxide. The fluorine substitution of the aryl groups was selected so that as the carbon-fluorine bonds were thermally activated, a stepwise process sequentially added aromatic rings around a central aryl group until it was completely substituted. Science, this issue p. 57 Fluorine positions in aromatic precursors direct oligomerization into nanographene structures on an oxide surface. The rational synthesis of nanographenes and carbon nanoribbons directly on nonmetallic surfaces has been an elusive goal for a long time. We report that activation of the carbon (C)–fluorine (F) bond is a reliable and versatile tool enabling intramolecular aryl-aryl coupling directly on metal oxide surfaces. A challenging multistep transformation enabled by C–F bond activation led to a dominolike coupling that yielded tailored nanographenes directly on the rutile titania surface. Because of efficient regioselective zipping, we obtained the target nanographenes from flexible precursors. Fluorine positions in the precursor structure unambiguously dictated the running of the “zipping program,” resulting in the rolling up of oligophenylene chains. The high efficiency of the hydrogen fluoride zipping makes our approach attractive for the rational synthesis of nanographenes and nanoribbons directly on insulating and semiconducting surfaces.

中文翻译：

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氟编程纳米拉链到金红石 TiO2 表面上定制的纳米石墨烯

氧化物上的纳米石墨烯纳米石墨烯岛和带在金属表面的生长可以通过碳-碳偶联反应在单晶金属表面上完成，但氧化物的表面不协助这些反应。科尔默等人。表明氟化芳基可以偶联在氧化钛的金红石表面上形成纳米石墨烯。选择芳基的氟取代，以便随着碳-氟键被热激活，逐步过程在中心芳基周围依次添加芳环，直到它被完全取代。科学，这个问题 p。芳族前体中的 57 个氟位直接低聚成氧化物表面上的纳米石墨烯结构。长期以来，在非金属表面上合理合成纳米石墨烯和碳纳米带一直是一个难以实现的目标。我们报告说，碳（C）-氟（F）键的活化是一种可靠且通用的工具，能够直接在金属氧化物表面上进行分子内芳基-芳基偶联。由 C-F 键激活实现的具有挑战性的多步转化导致多米诺骨牌耦合，直接在金红石二氧化钛表面产生定制的纳米石墨烯。由于有效的区域选择性拉链，我们从柔性前体中获得了目标纳米石墨烯。前体结构中的氟位置明确地决定了“拉链程序”的运行，导致低聚亚苯基链的卷起。