Hierarchical Assembly of a Phthalhydrazide-Functionalized Helicene

Authors

  • Takahiro Kaseyama,

    1. Macromolecules Group, Organic Nanomaterials Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan), Fax: (+81) 29-859-2101 http://www.nims.go.jp/macromol/
    2. Department of Materials Science and Engineering, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571 (Japan)
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  • Dr. Seiichi Furumi,

    1. Wave Optics Group, Optronic Materials Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan)
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  • Dr. Xuan Zhang,

    1. Macromolecules Group, Organic Nanomaterials Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan), Fax: (+81) 29-859-2101 http://www.nims.go.jp/macromol/
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  • Prof. Ken Tanaka,

    1. Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo, 184-8588 (Japan)
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  • Prof. Masayuki Takeuchi

    Corresponding author
    1. Macromolecules Group, Organic Nanomaterials Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan), Fax: (+81) 29-859-2101 http://www.nims.go.jp/macromol/
    2. Department of Materials Science and Engineering, Graduate School of Pure and Applied Sciences, University of Tsukuba, Tsukuba, Ibaraki 305-8571 (Japan)
    • Macromolecules Group, Organic Nanomaterials Center, National Institute for Materials Science (NIMS), 1-2-1 Sengen, Tsukuba, Ibaraki 305-0047 (Japan), Fax: (+81) 29-859-2101 http://www.nims.go.jp/macromol/
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  • M.T. and T.K. thank Prof. H. Tamiaki of Ritsumeikan University for DLS measurements, Dr. K. Sugiyasu of NIMS for valuable comments, and M. Frank of NIMS for reading the manuscript. This study was partially supported by KAKENHI on Innovative Areas (“coordination programming”, Area 2107, 21108010 to M.T.) from the Ministry of Education, Culture, Science, Sports, and Technology (Japan). T.K. thanks the JSPS for financial support by a Research Fellowship for Young Scientists.

Abstract

original image

High in fiber: 1D fibrous superstructures are formed by an enantiopure phthalhydrazide-functionalized helicene in nonpolar solvents. Trimeric disks are formed by hydrogen-bonding interactions of phthalhydrazide units that are longitudinally interlocked for optimal packing (see picture). The resulting supramolecular assemblies exhibited large circularly polarized luminescence in solution.

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