Concise synthesis, electrochemistry and spectroelectrochemistry of phthalocyanines having triazole functionality

KARACA H., SEZER S., Ozalp-Yaman S., TANYELİ C.

POLYHEDRON, cilt.72, ss.147-156, 2014 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 72
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1016/j.poly.2014.01.037
  • Dergi Adı: POLYHEDRON
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.147-156
  • Anahtar Kelimeler: Phthalocyanine, Huisgen 1,3-dipolar cycloaddition, Click chemistry, Soluble Pc, 1,2,3-Triazole peripheral unit, Electrochemistry, Spectroelectrochemistry, CLICK CHEMISTRY, PHOTODYNAMIC THERAPY, PERIPHERAL SUBSTITUTION, PHOTOVOLTAIC CELLS, PHOTOSENSITIZERS, METALLOPHTHALOCYANINES, PERFORMANCE
  • Orta Doğu Teknik Üniversitesi Adresli: Evet

Özet

The synthesis of novel metallophthalocyanines (M = Zn, Ni) bearing substituted benzyl protected 1,2,3-triazole moieties at peripheral positions is described for the first time via direct cyclotetramerization. These complexes have been characterized by a combination of FT-IR, H-1 NMR, HRMS and UVVis spectroscopy techniques and all the new compounds are highly soluble in most common organic solvents. In addition, the electrochemical and electrochromic behaviors of the complexes are investigated. Cyclic voltammetry and differential pulse voltammetry measurements demonstrate ligand base oxidations and reductions for both the Zn(II) and Ni(II) phthalocyanines by the transfer of one electron in each electrochemical step. The redox couples are identified in situ by monitoring the electronic absorption spectral changes during the electrolysis.