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Photochromism of Organic Compounds Undergoing Isomerization Around the C═C Double Bond and/or Intramolecular Hydrogen Atom Transfer: Small and Large Structural Change

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New Frontiers in Photochromism

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Abstract

Photochromism by way of isomerization around the C═C double bond and/or intramolecular hydrogen atom transfer is discussed from the viewpoint of how large the structural change taking place is for the photochemical reaction processes of organic compounds. The large structural change could be achieved by introduction of highly rigid large substituent such as polyphenylene at the photoresponsive core or by introduction of hydrophilic substituent at the peripheries of large dendritic molecules. The occurrence of large structural change can be monitored by fluorescence spectroscopy as well as transient spectroscopy and GPC analysis. The intramolecular hydrogen bonding affects the electronic state to change the color between the isomer having intramolecular hydrogen bonding and the isomer not having intramolecular hydrogen bonding. These hydrogen-bonded compounds underwent intramolecular hydrogen atom transfer, which is a small structural change, to give the tautomer with different color from the normal form. The large structural change of dendritic molecules and the color change of hydrogen-bonded compounds are summarized in this chapter.

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Authors and Affiliations

  1. Graduate School of Pure and Applied Science, University of Tsukuba, Tsukuba, Ibaraki, 305-8571, Japan

    Kayoko Kataoka, Takuya Kobayashi & Tatsuo Arai

Authors
  1. Kayoko Kataoka
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  2. Takuya Kobayashi
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  3. Tatsuo Arai
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Corresponding author

Correspondence to Tatsuo Arai .

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Editors and Affiliations

  1. Rikkyo University, Tokyo, Japan

    Masahiro Irie

  2. Yokohama National University, Yokohama, Japan

    Yasushi Yokoyama

  3. Nagoya University, Nagoya, Japan

    Takahiro Seki

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Kataoka, K., Kobayashi, T., Arai, T. (2013). Photochromism of Organic Compounds Undergoing Isomerization Around the C═C Double Bond and/or Intramolecular Hydrogen Atom Transfer: Small and Large Structural Change. In: Irie, M., Yokoyama, Y., Seki, T. (eds) New Frontiers in Photochromism. Springer, Tokyo. https://doi.org/10.1007/978-4-431-54291-9_13

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