This study details a highly effective ring-opening reaction that involves acid-mediated carbon–carbon bond cleavage of the buckybowl, sumanenone. The reaction of the bowl-shaped sumanenone with AcOH and TfOH results in the formation of a planar carboxylic acid. The examination of reactivity in comparison to planar analogues, along with theoretical calculations, suggests that the release of curved strain is a crucial factor for the success of this reaction.
M. Nishimoto, Y. Uetake, Y. Yakiyama and H. Sakurai, Chem. Commun., 2024, 60, 3982 DOI: 10.1039/D4CC00008K
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