Shape-persistent phenylene ethynylene macrocycles have attracted attention because of their ease of synthesis and supramolecular properties. However, the reactivity of the alkyne moieties could allow conversion of the nominally planar ethynylene macrocycle into compounds with a dimensionality along the axis of the macrocycle; the result is a precursor structure for single-wall carbon nanotube segments.  Toincorporate the para-terphenylene units into the title compound, the synthesis of an ethynylterphenyl monomer was followed by statistical macrocyclization under highly dilute Sonogashiracross-coupling conditions.

Synthesis of cyclotri(3,3??-<i>para</i>-terphenyldiyl ethynylene), a novel shape-persistent macrocyclic carbon single-wall nanotube precursor

242nd National Meeting (2011)

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Synthesis of cyclotri(3,3??-para-terphenyldiyl ethynylene), a novel shape-persistent macrocyclic carbon single-wall nanotube precursor