Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Dicyanoanthracene and Biphenyl Co-sensitized Photooxygenation of 1,1-Diphenyl-2-vinylcyclopropane

  • Shim, Sang-Chul (Department of Chemistry, Korea Advanced Institute of Science and Technology) ;
  • Song, Jeong-Sup (Department of Chemistry, Korea Advanced Institute of Science and Technology)
  • Published : 1986.04.20
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Abstract

Co-sensitized photooxygenation of 1,1-diphenyl-2-vinylcyclopropane (VCP-DPh) with 9,10-dicyanoanthracene and biphenyl in oxygen-saturated acetonitrile solution produced 3,3-diphenyl-5-vinyl-1,2-dioxolane as the major product. The same photoproduct was obtained by acetone sensitized photooxygenation in oxygen-saturated acetone solution. However, VCP-DPh remained intact when directly irradiated with DCA or irradiated with Rose Bengal to generate singlet oxygen. A mechanism involving a cosensitizer radical cation and sensitizer radical anion is proposed.

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Cited by

  1. ChemInform Abstract: Dicyanoanthracene and Biphenyl Co-Sensitized Photooxygenation of 1,1-Diphenyl-2-vinylcyclopropane. vol.17, pp.49, 1986, https://doi.org/10.1002/chin.198649100