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Fluorinated maleimide-substituted porphyrins and chlorins: synthesis and characterization.


ABSTRACT: Maleimide-containing fluorinated porphyrins and chlorins were prepared based on the reaction of Zn(II) or Ni(II) complexes of 5,10,15,20-tetrakis(4-amino-2,3,5,6-tetrafluorophenyl)porphyrin and chlorin with maleic anhydride. Porphyrin maleimide derivatives were also prepared by the reaction of 5,10,15,20-tetrakis(4-azido-2,3,5,6-tetrafluorophenyl)porphyrinato Zn(II) or Ni(II) with N-propargylmaleimide via the CuAAC click reaction to afford fluorinated porphyrin-triazole-maleimide conjugates. New maleimide derivatives were isolated in reasonable yields and identified by UV-vis, 1H NMR, 19F NMR spectroscopy and mass-spectrometry.

SUBMITTER: Ol'shevskaya VA 

PROVIDER: S-EPMC6880841 | biostudies-literature | 2019

REPOSITORIES: biostudies-literature

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Fluorinated maleimide-substituted porphyrins and chlorins: synthesis and characterization.

Ol'shevskaya Valentina A VA   Kononova Elena G EG   Zaitsev Andrei V AV   Zaitsev Andrei V AV  

Beilstein journal of organic chemistry 20191113


Maleimide-containing fluorinated porphyrins and chlorins were prepared based on the reaction of Zn(II) or Ni(II) complexes of 5,10,15,20-tetrakis(4-amino-2,3,5,6-tetrafluorophenyl)porphyrin and chlorin with maleic anhydride. Porphyrin maleimide derivatives were also prepared by the reaction of 5,10,15,20-tetrakis(4-azido-2,3,5,6-tetrafluorophenyl)porphyrinato Zn(II) or Ni(II) with <i>N</i>-propargylmaleimide via the CuAAC click reaction to afford fluorinated porphyrin-triazole-maleimide conjugat  ...[more]

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