Concise Synthesis and Facile Nanotube Assembly of a Symmetrically Multifunctionalized Cycloparaphenylene

The concise synthesis of C3-symmetrical [12]CPP-hexacarboxylate has been achieved through macrocyclization by the rhodium-catalyzed intermolecular cross-cyclotrimerization and subsequent reductive aromatization. C3-Symmetrical functionalization of CPP with highly polar alkoxycarbonyl groups enabled the structurally uniform nanotube assembly in the crystalline state through multiple hydrogen-bonding interactions giving a dimer followed by one-dimensional stacking.