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Korean Society of Photoscience (한국광과학회)
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Intramolecular [2+2] Photocycloaddition and Cycloreversion of Ferulic Acid Derivatives

  • Maeda, Hajime (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Nishimura, Keisuke (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Yokoyama, Akihiro (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Sugimoto, Akira (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Mizuno, Kazuhiko (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Hosoda, Asao (Industrial Technology Center of Wakayama Prefecture) ;
  • Nomura, Eisaku (Industrial Technology Center of Wakayama Prefecture) ;
  • Taniguchi, Hisaji (Industrial Technology Center of Wakayama Prefecture)
  • Received : 2015.03.04
  • Accepted : 2015.03.13
  • Published : 2015.03.01
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Abstract

Intramolecular photocycloaddition of ferulic acid derivatives proceeded in high yields to give head-to-head intramolecular photodimers as three atropisomers. The photocycloaddition was sensitized by triplet sensitizers such as benzophenone, whereas photocycloreversion was promoted by 9,10-dicyanoanthracene (DCA) as an electron-transfer photocatalyst. On the other hand, intermolecular photocycloaddition afforded a head-to-tail photodimer.

Keywords

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