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α-Ketocarbenium Ions Derived from Orthoquinone-Containing Polycyclic Aromatic Compounds
Kazuki Urakawa1, Yuta Kawabata1, Masaki Matsuda2
1Division of Organic Chemistry, Department of Chemistry , Kumamoto University , 2-39-1 Kurokami, Chuo-ku , Kumamoto 860-8555 , Japan.
Abstract:
α-Ketocarbenium ions derived from synthesized orthoquinone-containing polycyclic aromatic compounds were generated in the presence of Brønsted acids such as sulfuric acid, trifluoromethanesulfonic acid, and fluorosulfonic acid. The prepared α-ketocarbenium ions were stabilized by conjugation of the aromatic moiety. In addition, unique absorption properties of the α-ketocarbenium ions were observed and identified on the basis of the calculated absorption spectra. It was suggested that the zigzag-shaped architecture stabilizes the newly discovered α-ketocarbenium ions derived from orthoquinone-containing polycyclic aromatic compounds.
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