Carbon-13 NMR Spectroscopic Study of Substituted Anthracene Dications

Article abstract of DOI:10.1021/jo00173a009

A series of substituted anthracenes (2-10 and 20-21) were oxidized by SbF5/SO2ClF at 0 to -30 deg C to their dications (11-19 and 22-23), which were observed by carbon-13 NMR spectroscopy.In the studied anthracene dications substantial positive charge was found to be localized at C₉ and C₁₀ positions.Methyl substitution in these dications was found to deshield the α-carbons as compared to their shielding effect in the corresponding monocations.The proportionality factor of (13)C chemical shift to electron density was found to be 174.1-217.0 ppm/e^-, clearly proving the dicationic nature of the ions.