Synthesis and characterization of metal-free and metallophthalocyanines containing N2S2-type macrocyclic moieties linked ferrocenyl groups

MISIR M. N., GOEK Y., Kantekin H.

JOURNAL OF ORGANOMETALLIC CHEMISTRY, cilt.692, sa.7, ss.1451-1456, 2007 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 692 Sayı: 7
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1016/j.jorganchem.2006.11.054
  • Dergi Adı: JOURNAL OF ORGANOMETALLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.1451-1456
  • Anahtar Kelimeler: phthalocyanine, mixed-donor macrocycle ferrocene, macrocyclization, template effect, nickel (II), PHTHALOCYANINES, CROWN, CHEMISTRY, FILMS
  • Karadeniz Teknik Üniversitesi Adresli: Evet

Özet

The new metal-free (4) and metallophthalocyanines (5) carrying macrocyclic moieties linked ferrocenyl groups have been synthesized by direct cyclotetramerization of the pre-cursor, 12,13-dicyano-4,7-bis(ferrocenylmethyl)-2,3,4,5,6,7,8,9-octahydrocyclobenzo[k]-4,7diaza-1,10-dithiacyclododecine (3) which has been prepared by the macrocyclization reaction of 1,2-bis(2-iodoethylmercapto) -4,5-dicyanobenzene (1) with N,N'-ethylenebis-(ferroceneylmethyl)amine (2), in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) as a strong organic base. Nickel (II) phthalocyanine (5) was synthesized by the reaction of metal-free phthalocyanine with anhydrous NiCl2 in dry quinoline. The target compound and its intermediates have been characterized by a combination of elemental analysis and H-1, C-13 NMR, IR, UV-Vis and MS spectral data. (c) 2006 Elsevier B.V. All rights reserved.