Porphyrazines with appending eight crown ethers

Porphyrazines (M = 2H, Mg, Cu, Co or Zn) with eight crown ether groups appe nding on the periphery through flexible alkylthio-bridges have been synthes ized through esterification of octakis (hydroxyethylthio)-porphyrazinatomag nesium with a carboxylic acid derivative of benzo-15-crown-5 in the presenc e of dicyclohexyl-carbodiimid. The new compounds have been characterized by elemental analysis and IR, H-1 NMR, UV-Vis and mass spectral data. Alkali metal interaction of the crown ethers on the magnesium porphyrazinate (4) a re shown to form intramolecular sandwich type adducts by the changes occurr ing after gradual portionwise addition of these salts into the porphyrazine solutions. (C) 2001 Elsevier Science B.V. All rights reserved.