Porphyrazines with tosylamine functional groups

Metal-free (3b) and metallo-porphyrazines (3a, 3c,3d) (M = Mg, Ni and Co) c arrying 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 pro poxide: the metal-free derivative 3b was obtained by treatment of 3a with t rifluoroacetic 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 oct akis[(tosyl)(hexyl)amino-ethylthia]prophyrazinatomagnesium(II) (4a). The ne w compounds were characterised by elemental analysis, IR, NMR and UV-vis sp ectra. (C) 2000 Academie des sciences/Editions scientifiques et medicales E lesvier SAS.