• 제목/요약/키워드: Electron-deficient olefins

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Photochemistry of Conjugated Polyacetylenes. Photoreaction of 1,4-Diphenylbutadiyne with a Mixture of Olefins

  • Chang Beom Chung;Geon-Soo Kim;Jang Hyuk Kwon;Shim Sang Chul
    • Bulletin of the Korean Chemical Society
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    • 제14권4호
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    • pp.506-510
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    • 1993
  • Irradiation of 1,4-diphenylbutadiyne (DPB) with a mixture of electron-deficient and electron-rich olefins in deaerated tetrahydrofuran yields a 1 : 1 primary photoadduct between DPB and electron-deficient olefins. Irradiation of the primary photoadduct of DPB and dimethyl fumarate (DMFu) with various olefins such as DMFu, acrylonitrile (AN), and 2,3-dimethyl-2-butene (DMB) in deaerated tetrahydrofuran yields regiospecific 1 : 1 photoadducts. The electron-deficient olefins are more reactive than electron-rich olefins in the photoreaction which proceeds through excited triplet state.