Low symmetry solitaire- and trans-functional porphyrazine/phthalocyanine hybrid complexes: Synthesis, isolation, characterization, and electrochemical and in-situ spectroelectrochemical properties

Guzel E., YARAŞIR M. N., ÖZKAYA A. R.

SYNTHETIC METALS, cilt.262, 2020 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 262
  • Basım Tarihi: 2020
  • Doi Numarası: 10.1016/j.synthmet.2020.116331
  • Dergi Adı: SYNTHETIC METALS
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, PASCAL, Aerospace Database, Chimica, Communication Abstracts, Compendex, INSPEC, Metadex, Civil Engineering Abstracts
  • Anahtar Kelimeler: Unsymmetrical, Direct condensation, Hybrid, Porphyrazine, Phthalocyanine, Spectroelectrochemistry, SINGLET OXYGEN GENERATION, SECO-PORPHYRAZINES, PHTHALOCYANINES, ZINC, COORDINATION, SUBSTITUENTS, AGGREGATION, CHEMISTRY
  • Marmara Üniversitesi Adresli: Evet

Özet

In this work, metal-free and metallo porphyrazine/phthalocyanine hybrids (3a-5b) containing unsymmetrical tert-butyl phenyl and electron withdrawing -NO2 functional groups have been synthesized firstly by direct condensation technique instead of statistical condensation from substituted donor and acceptor precursors; 3,4-Bis(4-tert-butylphenyl)pyrroline-2,5-diimine (1) and 6,7-nitro-1,3,3-tricholoroisoindoline (2). The complexes were characterized by elemental analysis, FT-IR, H-1-NMR, UV-vis and MALDI-TOF spectroscopy. Electrochemical and in situ spectroelectrochemical measurements of the complexes revealed that the attachment of NO2 moieties at the periphery makes a monitorable effect on their redox properties in comparison with those of similar phthalocyanine compounds.