Synthesis and Spectral Properties of meso-Nitro-Substituted Octaethylporphyrins and Their Co(II) Complexes


The reaction of 2,3,7,8,12,13,17,18-octaethylporphyrin with sodium nitrite in trifluoroacetic acid produced 5-nitro-2,3,7,8,12,13,17,18-octaethylporphyrin, 5,15-dinitro-2,3,7,8,12,13,17,18-octaethylporphyrin, and 5,10,15-trinitro-2,3,7,8,12,13,17,18-octaethylporphyrin. Reactions of octaethylporphyrin, mono-, di-, tri-, and tetranitro-substituted porphyrins coordination to cobalt(II) acetate in a chloroform–methanol mixture were studied. The corresponding Co(II) porphyrinates were obtained and identified. It was shown that, upon dissolution of Co(II) octaethylporphyrinates in dimethylformamide in the presence of NaOH, the Co(II)→Co(III) oxidation occurs in the coordination site of the macrocycle.

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The work was supported by the Russian science Foundation (project no. 19-73-20079) using the equipment of the collective use center of the Zelinsky Institute of organic chemistry of the Russian Academy of Sciences.

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Correspondence to N. V. Chizhova.

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Chizhova, N.V., Rusanov, A.I. & Mamardashvili, N.Z. Synthesis and Spectral Properties of meso-Nitro-Substituted Octaethylporphyrins and Their Co(II) Complexes. Russ J Gen Chem 90, 1878–1883 (2020).

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  • octaethylporphyrin
  • meso-nitro-substituted porphyrins
  • cobalt complexes
  • nitration reactions
  • complexation