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Helically Organized Fullerene Array in a Supramolecular Polymer Main Chain.

Authors
  • Hirao, Takehiro1
  • Iwabe, Yoshiki1
  • Fujii, Naoka1
  • Haino, Takeharu1
  • 1 Graduate School of Advanced Science and Engineering, Hiroshima University, 1-3-1, Kagamiyama, Higashi-Hiroshima, Hiroshima 739-8526, Japan. , (Japan)
Type
Published Article
Journal
Journal of the American Chemical Society
Publisher
American Chemical Society
Publication Date
Mar 11, 2021
Identifiers
DOI: 10.1021/jacs.0c13326
PMID: 33705138
Source
Medline
Language
English
License
Unknown

Abstract

To date, supramolecular chemistry techniques have been applied to fullerene polymer synthesis, enabling the development of main-chain fullerene polymers whose primary structure is well regulated, including linear, dendritic, and net-like fullerene arrays. These research achievements have led to an intriguing scientific challenge to create main-chain fullerene polymers with higher structural regulation. Here, we report the fabrication of a helically organized fullerene array based on the supramolecular polymerization of chiral ditopic tetrakiscalix[5]arene hosts and a dumbbell-shaped fullerene. The molecular association between the chiral hosts and the dumbbell-shaped fullerene resulted in sizable supramolecular polymers in solution, with the highest degree of polymerization of more than 32. The achiral dumbbell-shaped fullerene exhibited circular dichroism in the π-π* transition bands arising from the fullerene moieties through supramolecular polymerization. End-capping experiments of the supramolecular helical polymers showed that the chirally twisted conformation of the dumbbell-shaped fullerene was directed by supramolecular polymerization. Finally, the helical morphology of the supramolecular polymer chain was visualized by atomic force microscopy. The successful development of helical main-chain fullerene polymers would break new ground in fullerene chemistry.

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