Synthesis and characterization of new metal-free and metallophthalocyanines fused alpha-methylferrocenylmethoxy units


BİLGİN A. , YAĞCI Ç. , MENDI A., YILDIZ U.

JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY, vol.67, pp.377-383, 2010 (Journal Indexed in SCI) identifier identifier

  • Publication Type: Article / Article
  • Volume: 67
  • Publication Date: 2010
  • Doi Number: 10.1007/s10847-009-9719-2
  • Title of Journal : JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
  • Page Numbers: pp.377-383

Abstract

Synthesis of metal-free and metallophthalocyanines bearing alpha-methylferrocenylmethoxy units was described. Precursor 3 required for the preparation of phthalocyanines 4-9, was synthsized by the nucleophilic aromatic substitution reaction between alpha-methylferrocenylmethanol and 4-nitrophthalonitrile in dry DMF. The metal-free phthalocyanine 4 was prepared from 4-(alpha-methylferrocenylmethoxy)phthalonitrile 3 in 1-pentanol with a catalytic amount of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU). Metallophthalocyanines (M = Zn, Cu, Co, Ni and Pb) were prepared by cyclotetramerization reaction of phthalonitrile with appropriate materials. The phthalonitrile, metal-free and metallophthalocyanines were characterized by H-1 and C-13 NMR, FT-IR UV-Vis and mass spectral data, as well as elemental analyses, which were consistent with the proposed structures.