A Conjugated Covalent Template Strategy for All‐Benzene Catenane Synthesis
An Bu, Yongye Zhao, Hongyan Xiao, Chen‐Ho Tung, Li‐Zhu Wu, Huan Cong
Abstract
Mechanically interlocked molecules based on oligoparaphenylene-derived nanohoops, particularly those without heteroatoms, are synthetically challenging and topologically intriguing targets. Herein, a π-conjugated covalent template strategy based on azo group has been developed, which features dual intramolecular macrocyclizations directed by a tetra-substituted azobenzene core, followed by traceless removal of the azo linker. Employing this strategy, the efficient synthesis of a novel all-benzene [2]catenane consisting of meta-cycloparaphenylenes has been accomplished.
Topics & Concepts
CatenaneConjugated systemAzobenzeneLinkerCovalent bondIntramolecular forceChemistryHeteroatomCombinatorial chemistryBenzeneMoleculeStereochemistryPolymerRing (chemistry)Organic chemistryComputer scienceOperating systemSupramolecular Chemistry and ComplexesSynthesis and Properties of Aromatic CompoundsSupramolecular Self-Assembly in Materials