Photoinduced electron transfer oxidation of α-methylstyrene with molecular oxygen sensitized by dimethoxybenzenes: A non-singlet-oxygen mechanism

Tadashi Mori, Makoto Takamoto, Yoshimasa Tate, Junya Shinkuma, Takehiko Wada, Yoshihisa Inoue

研究成果: Article査読

16 被引用数 (Scopus)

抄録

α-Methylstyrene (1) was photooxidized with oxygen in the presence of a series of alkylated dimethoxybenzenes as a sensitizer in acetonitrile, affording the cleaved ketone (2), epoxide (3) as well as a small amount of the ene product (4) in ca. 1:1:0.04 ratio. A non-singlet-oxygen mechanism is proposed, in which an excited sensitizer is quenched by oxygen to produce a sensitizer radical cation and a superoxide ion (O2·-), the former of which oxidizes 1, while O2·- reacts with the resulting 1·+ to give the major oxidation products.

本文言語English
ページ(範囲)2505-2508
ページ数4
ジャーナルTetrahedron Letters
42
13
DOI
出版ステータスPublished - 2001 3 26
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 創薬
  • 有機化学

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