Meso-to-meso Sulfide- and Disulfide-Bridged Subporphyrin Dimers

Graeme Copley, Daiki Shimizu, Juwon Oh, Jooyoung Sung, Ko Furukawa, Dongho Kim, Atsuhiro Osuka

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Abstract

Treatment of meso-chlorosubporphyrin with controlled equivalents of Na2S·9H2O in DMF led to the formation of either meso-to-meso sulfide (S)-bridged dimer 4 or disulfide (SS)-bridged subporphyrin dimer 6. S-bridged dimer 4 displayed a split Soret-like band and a large Stokes shift and became a fully delocalized one-quantum system in the S1 state, as indicated by femtosecond transient absorption anisotropy measurements and theoretical calculations. Contrastingly, SS-bridged dimer 6 showed a broad but nonsplit Soret-like band, no fluorescence, and very fast S1 decay with a lifetime of 4 ps, which indicated the presence of a rapid decay channel.

Original languageEnglish
Pages (from-to)1977-1981
Number of pages5
JournalEuropean Journal of Organic Chemistry
Volume2016
Issue number11
DOIs
Publication statusPublished - 2016 Apr 1

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All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Copley, G., Shimizu, D., Oh, J., Sung, J., Furukawa, K., Kim, D., & Osuka, A. (2016). Meso-to-meso Sulfide- and Disulfide-Bridged Subporphyrin Dimers. European Journal of Organic Chemistry, 2016(11), 1977-1981. https://doi.org/10.1002/ejoc.201600285