• Title/Summary/Keyword: photocycloreversion

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

  • Mizuno, Kazuhiko;Nakanishi, Kazuhisa;Otsuji, Yoshio;Hayamizu, Tomoo;Maeda, Hajime;Adachi, Tomohiro;Ishida, Akito;Takamuku, Setsuo
    • Journal of Photoscience
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    • v.10 no.1
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    • pp.121-126
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    • 2003
  • 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.

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Intramolecular [2+2] Photocycloaddition and Cycloreversion of Ferulic Acid Derivatives

  • Maeda, Hajime;Nishimura, Keisuke;Yokoyama, Akihiro;Sugimoto, Akira;Mizuno, Kazuhiko;Hosoda, Asao;Nomura, Eisaku;Taniguchi, Hisaji
    • Rapid Communication in Photoscience
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    • v.4 no.1
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    • pp.12-15
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    • 2015
  • 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.