Tetrathiophenalenyl radical and its disulfide-bridged dimer.

The presence of two disulfide groups in the tetrathiophenalenyl radical TTPLY leads to a highly delocalized spin distribution and the lowest cell potential ever observed for a monofunctional phenalenyl derivative. While the heteroatom substituents successfully block C-C bond formation, TTPLY nonetheless associates in the solid state to afford the hypervalent S-S-bonded dimer (TTPLY)(2).