Porphyrazines with tosylamine functional groups |
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| Institution: | 1. Chair and Department of Inorganic and Analytical Chemistry, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland;2. Chair and Department of Maxillofacial Orthopedics and Orthodontics, Poznan University of Medical Sciences, Bukowska 70, 60-812 Poznan, Poland;3. Chair and Department of Genetics and Pharmaceutical Microbiology, Poznan University of Medical Sciences, Swiecickiego 4, 60-781 Poznan, Poland;4. Department of Medicinal Chemistry, Collegium Medicum in Bydgoszcz, Faculty of Pharmacy, Nicolaus Copernicus University in Toruń, Dr. A. Jurasza 2, 85-089 Bydgoszcz, Poland;5. Chair and Department of Chemical Technology of Drugs, Poznan University of Medical Sciences, Grunwaldzka 6, 60-780 Poznan, Poland |
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| Abstract: | Metal-free (3b) and metallo-porphyrazines (3a, 3c, 3d) (M  Mg, Ni and Co) carrying eight functional tosylaminoethylthia-groups on peripheral positions have been synthesised for the first time from cyclotetramerization of 1,2-bis(2-tosylaminoethylthia)maleonitrile (2) in the presence of magnesium propoxide; the metal-free derivative 3b was obtained by treatment of 3a with trifluoroacetic acid and it was further converted into Co(II) (3c) and Ni(II) (3d) derivatives by using acetate salts of corresponding metal ions. The reactivity of tosylamino-groups was verified by its alkylation to yield octakis(tosyl)(hexyl)amino- ethylthia]porphyrazinatomagnesium(II) (4a).The new compounds were characterised by elemental analysis, IR, NMR and UV-vis spectra. |
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