Irradiation of a dichloromethane/benzene solution of anthrone and molecular bromine promotes a cascade of events that continues all the way to 4,11-bisanthenequinone, which precipitates as a yellow solid from the solution as it is formed. Alternatively, treatment of anthrone in the dark with molecular iodine and diazabicyclo[5.4.0]undecene (DBU) at room temperature in dichloromethane gives 10,10′-bianthrone. These new procedures represent particularly convenient methods for preparing the title compounds, each in just one step from commercially available anthrone. Diprotonation of 4,11-bisanthenequinone with triflic acid in CDCl3 generates a red solution of the dication, the 1H NMR spectrum of which is reported here for the first time: δ (ppm) 10.00 (d, J = 8.0 Hz, 4 H), 9.82 (d, J = 8.0 Hz, 4 H), 8.76 (t, J = 8.0 Hz, 4 H).

中文翻译：

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4,11-BISANTHENEQUINONE 和 10,10'-BIANTHRONE：来自蒽酮的简单一步合成

蒽酮和分子溴的二氯甲烷/苯溶液的辐照促进了一系列事件，这些事件一直持续到 4,11-二蒽醌，其在形成时从溶液中沉淀为黄色固体。或者，在室温下在二氯甲烷中用分子碘和二氮杂双环 [5.4.0] 十一烯 (DBU) 在黑暗中处理蒽酮，得到 10,10'-联蒽酮。这些新方法代表了制备标题化合物的特别方便的方法，每个方法都只需一步即可从市售蒽酮中提取。4,11-双蒽醌与三氟甲磺酸在 CDCl3 中的二质子化生成红色溶液，其 1H NMR 光谱首次在此报告：δ (ppm) 10.00 (d, J = 8.0 Hz, 4 H) , 9.82 (d, J = 8.0 Hz, 4 H), 8.76 (t, J = 8.0 Hz, 4 H)。