Formation and Cycloreversion of 2-Silacyclobuta[2.3]cyclophances via Photoinduced Electron Transfer

  • Mizuno, Kazuhiko (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Nakanishi, Kazuhisa (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Otsuji, Yoshio (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Hayamizu, Tomoo (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Maeda, Hajime (Department of Applied Chemistry, Graduate School of Engineering, Osaka Prefecture University) ;
  • Adachi, Tomohiro (Department of Chemistry, Faculty of Arts and Sciences, Osaka Prefecture University) ;
  • Ishida, Akito (The Institute of Scientific and Industrial Research, Osaka University) ;
  • Takamuku, Setsuo (The Institute of Scientific and Industrial Research, Osaka University)
  • 발행 : 2003.04.01

초록

Irradiation of an acetonitrile solution containing dimethylbis(4-vinylphenylmethyl)silane 1a in the presence of 9,10-dicyanoanthracene leads to formation of the intramolecular photocycloadduct, 2-sila-cyclobuta[2.3]cyclophane(2a). In contrast, prolonged irradiation gave insoluble polymeric material. The photocycloreversion of 2a occurs efficiently (quantum yields exceeds unity) by use of redox-type photosensitization in the presence of magnesium perchlorate. The transient absorption spectra generated by pulse radiolysis and gamma-radiolysis show that the radical cation species generated from 1a is different from that arising from 2a.

키워드

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