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Möbius Aromatic and Antiaromatic Expanded Porphyrins

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Chemical Science of π-Electron Systems

Abstract

Since our first report in 2008, meso-aryl-substituted expanded porphyrins have been recognized as a nice platform to realize Möbius aromatic and antiaromatic molecules. An increasing number of Möbius aromatic and antiaromatic expanded porphyrins have been produced from meso-aryl-substituted expanded porphyrins by metal complexation, fusion reaction, protonation, and deprotonation. [28]Hexaphyrin(1.1.1.1.1.1) and [32]heptaphyrin(1.1.1.1.1.1.1) have been shown to exist as a dynamic equilibrium between Hückel antiaromatic and Möbius aromatic conformers in solution, in which distribution of conformers is dependent upon temperature and solvent polarity. Regioselective peripheral functionalizations of Möbius aromatic expanded porphyrins have been also developed. Möbius aromatic and antiaromatic expanded porphyrins display optical and electronic properties that are analogous to those of usual aromatic and antiaromatic porphyrinoids, respectively.

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Authors and Affiliations

  1. Department of Chemistry, Graduate School of Science, Kyoto University, Kitashirakawa Oiwake-cho, Sakyo-ku, 606-8502, Kyoto, Japan

    Takayuki Tanaka & Atsuhiro Osuka

Authors
  1. Takayuki Tanaka
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  2. Atsuhiro Osuka
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Corresponding author

Correspondence to Atsuhiro Osuka .

Editor information

Editors and Affiliations

  1. Foundation for Advancement of International Science, Tsukuba, Japan

    Takeshi Akasaka

  2. Kyoto University, Kyoto, Japan

    Atsuhiro Osuka

  3. Department of Chemistry and Nano Science,, Ewha Womans University, Seoul, Korea (Republic of)

    Shunichi Fukuzumi

  4. Nagoya Institute of Technology, Nagoya, Japan

    Hideki Kandori

  5. Osaka University, Suita, Japan

    Yoshio Aso

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Tanaka, T., Osuka, A. (2015). Möbius Aromatic and Antiaromatic Expanded Porphyrins. In: Akasaka, T., Osuka, A., Fukuzumi, S., Kandori, H., Aso, Y. (eds) Chemical Science of π-Electron Systems. Springer, Tokyo. https://doi.org/10.1007/978-4-431-55357-1_15

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