Belt-Shaped Cyclonaphthylenes
Dr. Zhe Sun
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)
Search for more papers by this authorDr. Parantap Sarkar
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
Search for more papers by this authorTakuya Suenaga
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
Search for more papers by this authorDr. Sota Sato
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
Search for more papers by this authorCorresponding Author
Prof. Dr. Hiroyuki Isobe
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)Search for more papers by this authorDr. Zhe Sun
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)
Search for more papers by this authorDr. Parantap Sarkar
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
Search for more papers by this authorTakuya Suenaga
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
Search for more papers by this authorDr. Sota Sato
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
Search for more papers by this authorCorresponding Author
Prof. Dr. Hiroyuki Isobe
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)
Advanced Institute for Materials Research and Department of Chemistry, Tohoku University, Aoba-ku, Sendai 980-8578 (Japan)
JST, ERATO, Isobe Degenerate π-Integration Project and Advanced Institute for Materials Research, Aoba-ku, Sendai 980-8577 (Japan)Search for more papers by this authorAbstract
The recent development of cyclo-para-phenylenes has demonstrated the feasibility of radial π systems in nanohoop structures, especially in the crystalline state. However, in contrast to macrocyclic molecules with benzene units, which have a several-decades-long history, macrocycles composed solely of naphthylene units (the smallest acene) have been much less explored. Although two examples of cyclonaphthylenes have been reported to date, neither possesses a radial π system. We herein report the first example of belt-shaped cyclonaphthylenes with curved π systems. The molecule, [8]cyclo-amphi-naphthylene, is linked at the 2,6-positions of the naphthylene units, thus affording belt-shaped molecules. Although the molecular structures are flexible, which allows for rotation of the naphthylene units in solution, they can be rigidified with the aid of methylene bridges to afford persistent molecular structures in solution.
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