Imaging Science and Photochemistry ›› 2002, Vol. 20 ›› Issue (6): 401-404.DOI: 10.7517/j.issn.1674-0475.2002.06.401

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PHOTOCHEMISTRY BETWEEN ANTHRACENE AND BENZENE RINGS Ⅰ.INTRAMOLECULAR PHOTOCYCLOADDITION REACTION

CAO De-rong1, GAO Chun-mei1, Silvia Dobis2, Herbert Meier2   

  1. 1. Guangzhou Institute of Chemistry, Chinese Academy of Sciences, Guangzhou 510650, P. R. China;
    2. Institute of Organic Chemistry, University of Mainz, D 55099 Mainz, Germany
  • Received:2002-08-19 Online:2002-11-23 Published:2002-11-23

Abstract: 9-(3,5-dimethox ybenzyloxymethyl)anthracene(3)was synthesized by the coupling reaction between 9-chloromethylanthracene(1)and 3,5-dimethoxybenzyl alcohol(2)in the presence of phase-transfer catalyst and alkali.(3) exhibits in diluted solutions intramolecular [4+4] photocycloaddition reaction to the polycyclic compound (4) under the irradiation with UV.The quantitative process is completely reversible by heating.The reversible photoreaction might be used for the preparation of photo-switch.

Key words: anthracene, benzene, photocycloaddition, photo-switch

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