Halogenation of Fluoro-Substituted Zinc(II) Tetraphenylporphyrins at the β-Position

[2,3,7,8,12,13,17,18-Octabromo-5,10,15,20-tetrakis(2,6-difluorophenyl)porphyrinato]zinc(II) was synthesized by reaction of [5,10,15,20-tetrakis(2,6-difluorophenyl)porphyrinato]zinc(II) with N -bromosuccinimide in chloroform–methanol, chloroform–dimethylformamide, and dimethylformamide. The reaction...

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Bibliographic Details
Published in:Russian journal of organic chemistry 2020-12, Vol.56 (12), p.2132-2136
Main Authors: Chizhova, N. V., Rusanov, A. I., Tyurin, D. V., Mamardashvili, N. Zh
Format: Article
Language:English
Subjects:
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chloroform
Dimethylformamide
Halogenation
Mass spectrometry
Methanol
NMR
Nuclear magnetic resonance
Organic Chemistry
Zinc
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Summary:[2,3,7,8,12,13,17,18-Octabromo-5,10,15,20-tetrakis(2,6-difluorophenyl)porphyrinato]zinc(II) was synthesized by reaction of [5,10,15,20-tetrakis(2,6-difluorophenyl)porphyrinato]zinc(II) with N -bromosuccinimide in chloroform–methanol, chloroform–dimethylformamide, and dimethylformamide. The reaction of [5,10,15,20-tetrakis(2,6-difluorophenyl)porphyrinato]zinc(II) with N -chlorosuccinimide in chloroform–methanol or dimethylformamide gave [2,3,7,8,12,13,17,18-octachloro-5,10,15,20-tetrakis(2,6-difluorophenyl)porphyrinato]zinc(II). [2,3,7,8,12,13,17,18-Octachloro-5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrinato]zinc(II) was obtained by chlorination of [5,10,15,20-tetrakis(2,3,4,5,6-pentafluorophenyl)porphyrinato]zinc(II) with excess N -chlorosuccinimide in dimethylformamide. The synthesized complexes were identified by electronic absorption spectroscopy, 1 H NMR, and mass spectrometry.
ISSN:1070-4280
1608-3393
DOI:10.1134/S1070428020120131