Styryl Bodipy-C60 dyads as efficient heavy-atom-free organic triplet photosensitizers

Org Lett. 2012 May 18;14(10):2594-7. doi: 10.1021/ol3008843. Epub 2012 May 9.

Abstract

C60-styryl Bodipy dyads that show strong absorption of visible light (ε = 64,600 M(-1) cm(-1) at 657 nm) and a long-lived triplet excited state (τT = 123.2 μs) are prepared. The dyads were used as heavy-atom-free organic triplet photosensitizers for photooxidation of 1,5-dihydroxynaphthalene via the photosensitizing of singlet oxygen ((1)O2). The photooxidation efficiency of the dyads compared to the conventional Ir(III) complex (1)O2 photosensitizer increased 19-fold.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Boron Compounds / chemical synthesis*
  • Boron Compounds / chemistry
  • Iridium / chemistry
  • Molecular Structure
  • Photochemical Processes
  • Photosensitizing Agents / chemical synthesis*
  • Photosensitizing Agents / chemistry
  • Spectrophotometry, Ultraviolet

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Boron Compounds
  • Photosensitizing Agents
  • Iridium