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 pi-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.