Synthesis and characterization of new metal-free and metallophthalocyanines substituted with tetrathiadiazamacrobicyclic moieties


Gok Y., Kantekin H. , Degirmencioglu I.

SUPRAMOLECULAR CHEMISTRY, vol.15, no.5, pp.335-343, 2003 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 15 Issue: 5
  • Publication Date: 2003
  • Doi Number: 10.1080/1061027031000088076
  • Title of Journal : SUPRAMOLECULAR CHEMISTRY
  • Page Numbers: pp.335-343
  • Keywords: phthalocyanine, tetrathiadiazamacrobicycle, template effect, macrocyclization, cryptand, CRYSTAL-STRUCTURE, INFRARED-SPECTRA, PHTHALOCYANINE DERIVATIVES, ELECTROCHEMICAL PROPERTIES, COPPER PHTHALOCYANINE, CROWN, COMPLEXES, SPECTROSCOPY, CHEMISTRY, SILVER(I)

Abstract

New metal-free (5, 8) and metallophthalocyanines (6, 9) containing four diazatetrathiamacrobicycles or crosswise-disubstituted attached with two nitro and two macrobicyclic groups were synthesized by cyclotetramerization of 7,8-dicyano-4,11,22,23-tetrathia-1,14-diazapentacyclo[12.10.10.0(5,10).0(16,21).0(26,31)]tetratriconta-5,7,12,19,20,21, 28 30,32-nonane (3), 8,10-dihydro-8,11-diimino-4,14, 24 34,-tetrathia-1,17-diazapentacyclo[15.13.13.0(5,13).0(19,23).0(28,33)]tetratriconta-5,7,12,19,20,22,28,30,32-nonaisoiminoindoline (4) or 6-nitro-1,3,3-trichloroisoindolenine (7) in the presence of the corresponding metal salt or a strong organic base. The new compounds were characterized by a combination of elemental analysis and H-1 NMR, C-13 NMR, IR, UV-Vis and MS spectral data.