Synthesis of 9‑Substituted Triptycene Building Blocks for Solid-Phase Diversification and Nucleic Acid Junction Targeting

Triptycenes have been shown to bind nucleic acid three-way junctions, but rapid and efficient methods to diversify the triptycene core are lacking. An efficient synthesis of a 9-substituted triptycene scaffold is reported that can be used as a building block for solid-phase peptide synthesis and rapid diversification. The triptycene building block was diversified to produce a new class of tripeptide–triptycenes, and their binding abilities toward d­(CAG)·(CTG) repeat junctions were investigated.