Synthesis of Cycloparaphenyleneacetylene via Alkyne Metathesis: C₇₀ Complexation and Copper-Free Triple Click Reaction

Abstract

Alkyne metathesis provided an efficient macrocyclization route to a cycloparaphenyleneacetylene derivative in high yield. The cavity size was suitably matched for C₇₀ which was tightly bound in an induced-fit fashion. The strained alkynes enabled a copper-free, 3-fold azide-alkyne cycloaddition at 50 °C.