Reactions of acenaphthenequinone and aceanthrenequinone with arenes in superacid
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. © 2007 Elsevier B.V. All rights reserved.
Publication Source (Journal or Book title)
Applied Catalysis A: General
Klumpp, D., Zhang, Y., Do, D., & Kartika, R. (2008). Reactions of acenaphthenequinone and aceanthrenequinone with arenes in superacid. Applied Catalysis A: General, 336 (1-2), 128-132. https://doi.org/10.1016/j.apcata.2007.08.036