Synthesis and spectroscopic analysis of tetraphenylporphyrinatoantimony(V) complexes linked to boron-dipyrrin chromophore on axial ligands

Tsutomu Shiragami, Katsunori Tanaka, Yoshito Andou, Shin Ichiro Tsunami, Jin Matsumoto, Hongxia Luo, Yasuyuki Araki, Osamu Ito, Haruo Inoue, Masahide Yasuda

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36 Citations (Scopus)

Abstract

Tetraphenylporphyrinatoantimony(V) complexes, linked to boron-dipyrrin chromophores on axial ligands, were synthesized. The fluorescence spectra of 1a, 1b and 1c (3-[4-(N,N′-difluorobornyl-5-dipyrrinyl) phenyl]propoxo(methoxo)antimony(V) tetraphenylporphyrin bromide (1a); 6-[4-(N,N′-difluorobornyl-5-dipyrrinyl)phenyl]hexyloxo(methoxo) antimony(V) tetraphenylporphyrin bromide (1b); bis{3- [4-(N,N′-difluorobornyl-5-dipyrrinyl)phenyl]propoxo}antimony(V) tetraphenylporphyrin bromide (1c)) were analyzed under the excitations of N,N′-difluorobornyl-5-dipyrrinylphenyl (Bdpy) and tetraphenylporphyrinatoantimony(V) (Sb(TPP)) chromophores. Under the irradiation of Bdpy chromophore, the excitation energy was transferred from Bdpy chromophore to the Sb(TPP) moiety at 0.13-0.40 of the quantum yields, even in a polar solvent. On the other hand, the emission of Sb(TPP) chromophores was quenched by Bdpy chromophores at rate constants of 108-109 s-1, independent of on the solvent polarity. Under the excitation of the Bdpy chromophore of 1d (3-[4-(N,N′-difluorobornyl-5-dipyrrinyl)phenyl]propoxo(phenyloxo) antimony(V) tetraphenylporphyrin bromide) involving both the Bdpy and the phenoxy chromophores on the axial ligands, the excited singlet state of the Sb(TPP) chromophore generated by the energy transfer from the Bdpy chromophore was quenched by the phenoxy ligand via non-radiative processes involving electron transfer. However, rapid back electron-transfer may occur because no absorption of the anion radical of Sb(TPP) was observed by nanosecond laser photolysis.

Original languageEnglish
Pages (from-to)287-297
Number of pages11
JournalJournal of Photochemistry and Photobiology A: Chemistry
Volume170
Issue number3
DOIs
Publication statusPublished - 2005 Mar 31

Keywords

  • Axial ligands
  • Boron-dipyrrin chromophore
  • Intramolecular energy transfer
  • Tetraphenylporphyrinatoantimony(V) complex

ASJC Scopus subject areas

  • Chemistry(all)
  • Chemical Engineering(all)
  • Physics and Astronomy(all)

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