Beilstein Journal of Organic Chemistry (Dec 2018)

Degenerative xanthate transfer to olefins under visible-light photocatalysis

  • Atsushi Kaga,
  • Xiangyang Wu,
  • Joel Yi Jie Lim,
  • Hirohito Hayashi,
  • Yunpeng Lu,
  • Edwin K. L. Yeow,
  • Shunsuke Chiba

DOI
https://doi.org/10.3762/bjoc.14.283
Journal volume & issue
Vol. 14, no. 1
pp. 3047 – 3058

Abstract

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The degenerative transfer of xanthates to olefins is enabled by the iridium-based photocatalyst [Ir{dF(CF3)ppy}2(dtbbpy)](PF6) under blue LED light irradiation. Detailed mechanistic investigations through kinetics and photophysical studies revealed that the process operates under a radical chain mechanism, which is initiated through triplet-sensitization of xanthates by the long-lived triplet state of the iridium-based photocatalyst.

Keywords