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, cilt.67, ss.377-383, 2010 (SCI İndekslerine Giren Dergi)

  • Cilt numarası: 67
  • Basım Tarihi: 2010
  • Doi Numarası: 10.1007/s10847-009-9719-2
  • Dergi Adı: JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY
  • Sayfa Sayısı: ss.377-383

Özet

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.