Reactions of Acenaphthenequinone and Aceanthrenequinone with Arenes in Superacid.
Reactions of Acenaphthenequinone and Aceanthrenequinone with Arenes in Superacid.
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苊醌和苊醌与芳烃在超强酸中的反应。
DOI：
10.1016/j.apcata.2007.08.036
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发表时间：
2008
期刊：
影响因子：
--
通讯作者：
Kartika,Rendy
中科院分区：
文献类型：
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作者：
Klumpp,DouglasA;Zhang,Yiliang;Do,Dat;Kartika,Rendy
研究了苊醌(6)和苊醌(7)与一系列芳烃的羟烷基化反应。在与布朗斯台德超强酸 CF3SO3H（三氟甲磺酸）的反应中，缩合产物的产率很高（58-99%，10 个例子），具有高区域选择性。还进行了计算研究，以检查 6 和 7 的单质子化和双质子化物质的结构和能量。缩合反应的结果与涉及碳鎓离子中间体的原溶剂化的超亲电子物质的形成一致。
The hydroxyalkylation reactions of aceanthrenequinone (6) and acenapthenequinone (7) with a series of arenes have been studied. In reactions with the Brønsted superacid CF3SO3H (triflic acid), the condensation products are formed in good yields (58–99%, 10 examples) with high regioselectivity. Computational studies were also done to examine the structures and energies of mono- and diprotonated species from 6 and 7. The results from the condensation reactions are consistent with the formation of superelectrophilic species involving protosolvation of carboxonium ion intermediates.