Synthesis of hexathiacoronene and construction of redox active dye system

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Starting from 2, 3, 6, 7, 10, 11-hexabutoxytriphenylene, it was allowed to react with 8 equivalents of n-BuLi in the presence of TMEDA. When the reaction mixture was heated under reflux condition for 3 hours, hexalithiotriphenylene was generated effectively. Treatment of this hexalihiotriphenylene with excess amount of elemental sulfur gave the product, in which sulfur atoms were introduced into the bay position of triphenylene. This product was reduced by LiAlH4 to give hexamercaptotriphenylene, the precursor of hexathiacoronene.