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Intramolecular [3+2] Annulation of 5-Aryl-, 20-Ethynyl-Substituted [26]Hexaphyrin( Triggered by Molecular Compression through a Dynamic Conformational Change


  • This research was partly supported by a Grant-in-Aid (B) (No. 17350017) from the Ministry of Education, Culture, Sports, Science and Technology, Japan. M.S. thanks the JSPS for a Research Fellowship for Young Scientists.


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Across the great divide: Substituents located opposite one another in meso positions on a [26]hexaphyrin scaffold are forced into close contact through a dynamic conformational change. A simple aryl group and an ethynyl group in these positions undergo a [3+2] annulation reaction either upon thermal activation or spontaneously to provide indenylene-bridged macrocycles that can serve as ligands for mixed-valence complexes (see structures).