Synthesis of Triphenylene-Based Triptycenes via Suzuki–Miyaura Cross-Coupling and Subsequent Scholl Reaction

A two-step method (Suzuki–Miyaura
cross-coupling, followed
by Scholl oxidation) to triphenylene-based triptycenes is described,
rendering a variety of π-extended triptycenes accessible in
high yields and without the necessity of column chromatography purification.
The versatility of this reaction has been demonstrated in the synthesis
of a supertriptycene in only four steps and high yields.