An Approach to Pyrazoline-Fused Chlorins by Dipolar [3 + 2]-Cycloaddition of Iminonitriles to <i>meso</i>-Tetrakis(pentafluorophenyl)porphyrin: Synthesis of New PDT Photosensitizers

  • Przemysaw Wyrebek
    Institute of Chemistry, Uniwersytet Przyrodniczo–Humanistyczny w Siedlcach (formerly University of Podlasie)
  • Stanisaw Ostrowski
    Institute of Chemistry, Uniwersytet Przyrodniczo–Humanistyczny w Siedlcach (formerly University of Podlasie)

書誌事項

公開日
2012-10
権利情報
  • https://academic.oup.com/pages/standard-publication-reuse-rights
DOI
  • 10.1246/bcsj.20110408
公開者
Oxford University Press (OUP)

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説明

<jats:title>Abstract</jats:title> <jats:p>meso-Tetrakis(pentafluorophenyl)porphyrin reacts at higher temperature with unstable iminonitriles (R–C≡N+–N−–Ar), affording pyrazoline-fused chlorins, according to dipolar [3 + 2]-cycloaddition pathway. The respective iminonitriles were in situ generated from the corresponding functionalized α-halogenohydrazine derivatives by 1,3-elimination of HX in the presence of base (NEt3, DABCO). This method allows synthesis of very attractive moieties which may be of potential use as sensitizers in photodynamic therapy (PDT).</jats:p>

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