Halogenation of β-Positions in Со(II)-Tetraphenylporphyrins

Natalya V. Chizhova,^@ Yulia B. Ivanova, and Nugzar Zh. Mamardashvili

Dedicated to Professor Oleg Aleksandrovich Golubchikov on the occasion of his 70-th birthday

G.A. Krestov Institute of Solution Chemistry, Russian Academy of Sciences, 153045 Ivanovo, Russian Federation

^@Corresponding author E-mail: nvc@isc-ras.ru

DOI: 10.6060/mhc171265c

Macroheterocycles 2018 11(1) 85-88

Bromination and chlorination reactions of Co(II)-5,10,15,20-tetraphenylporphyrins with N-bromosuccinimide and N-chlorosuccinimide in a mixture of chloroform – dimethylformamide were studied. β-octabromo- and octachlorosubstituted Co(II) and Co(III) porphyrins were synthesized. When cobalt porphyrins are treated with a mixture of chloric and sulfuric acids, the corresponding metal free porphyrins are formed. Halogen substituted Zn(II) porphyrins were obtained by reaction of 2,3,7,8,12,13,17,18-octabromo-5,10,15,20-tetraphenylporphyrin and 2,3,7,8,12,13,17,18-octachloro-5,10,15,20-tetraphenylporphyrin with Zn(II) acetate in dimethylformamide. The synthesized compounds were identified by electronic absorption, NMR ¹H spectroscopy and mass spectrometry.

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