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Stereoselective Photodimerization of 2-Anthracenecarboxylic Acid Using a Cation-Charged PSMP12-Cyclodextrin Template

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Abstract

Two pyridinium groups were introduced into β-cyclodextrin (β-CD) at the A and E glucose units to make a molecular flask for controlling the stereo-selectivity of photodimerization of 2-anthracenecarboxylic acid. When the photodimerization of 2-anthracenecarboxylic acid was carried out in the presence of bispyridinio-appended β-CD, the relative yield of one of the configurational isomers was increased 1.5-fold compared to the corresponding yield in aqueous solution. The optical yields of the photodimerization reaction products also increased more than 10-fold by the addition of bispyridinio-appended β-CD.

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Authors and Affiliations

  1. Department of Bioengineering, Graduate School of Bioscience and Biotechnology, Tokyo Institute of Technology, 4259 Nagatsuta-cho, Midori-ku, Yokohama, 226-8501, Japan

    Hiroshi Ikeda, Takashi Nihei & Akihiko Ueno

Authors
  1. Hiroshi Ikeda
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  2. Takashi Nihei
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  3. Akihiko Ueno
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Corresponding author

Correspondence to Hiroshi Ikeda.

Additional information

This article is dedicated to the honor and memory of Professor Akihiko Ueno, who passed away on March 23, 2003

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Ikeda, H., Nihei, T. & Ueno, A. Stereoselective Photodimerization of 2-Anthracenecarboxylic Acid Using a Cation-Charged PSMP12-Cyclodextrin Template. J Incl Phenom Macrocycl Chem 50, 63–66 (2004). https://doi.org/10.1007/s10847-003-8840-x

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  • DOI: https://doi.org/10.1007/s10847-003-8840-x

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