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Controlling the photochemical reactions of alkenes by light-path length effects of a microchannel reactor

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Abstract

Photoirradiation of Me2CO–H2O solution of pent-4-en-1-ol (1a) with a high-pressure mercury lamp in a test tube gave 8-hydroxyoctan-2-one (3a) in 66 % yield along with oxetane (4a) and the isomer (4a′) in 10 % yield. Irradiation of the running Me2CO–H2O solution of 1a in the flow system of a microchannel reactor (MCR) gave mainly 4a. The photoreaction of 1,1-diphenylethene (2a) with triethylamine gave a Markovnikov-type adduct (5a) and an anti-Markovnikov-type adduct (6a). The use of the MCR enhanced the production of 5a. These phenomena were explained by the light-path length effects of the MCR.

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Authors and Affiliations

  1. Department of Chemical Science and Engineering, Miyakonojo National College of Technology, Miyakonojo, Miyazaki, 885-8567, Japan

    Toshiaki Yamashita, Shuhei Matsushita, Takuya Nagatomo & Ryosuke Yamauchi

  2. Department of Applied Chemistry, Faculty of Engineering, University of Miyazaki, Gakuen-Kibanadai, Miyazaki, 889-2192, Japan

    Masahide Yasuda

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  1. Toshiaki Yamashita
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  2. Shuhei Matsushita
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  3. Takuya Nagatomo
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  4. Ryosuke Yamauchi
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  5. Masahide Yasuda
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Correspondence to Toshiaki Yamashita.

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Yamashita, T., Matsushita, S., Nagatomo, T. et al. Controlling the photochemical reactions of alkenes by light-path length effects of a microchannel reactor. Res Chem Intermed 39, 111–126 (2013). https://doi.org/10.1007/s11164-012-0636-4

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