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Asymmetric Synthesis of Chiral Tetraphenylenes


  • We thank the U.S. National Science Foundation for support of this work through grant CHE-0718117.


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Intriguing scaffolds: Tetraphenylenes with symmetry-breaking substitution have chiral π systems and extraordinarily high barriers for racemization. Their applications as building blocks for chiral materials and as ligands in asymmetric synthesis are hindered by the difficulty in obtaining the chiral tetraphenylene core. Rhodium-catalyzed [2+2+2] cycloadditions of triynes provide an effective alternative synthesis.