A class of well-defined reversible σ-dimerizations of 9,10-dialkoxyanthracene radical cations are presented. Yellow crystals of the σ-dimerized dication dissociate to purple solutions of monomeric radical cations in solution (see scheme). The identity and stability of radical cations were unequivocally confirmed, providing evidence for reversible σ-dimerizations of persistent radical cations of aromatic systems.
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