Exploration of bridge length variations on the optical and photodynamic features of the zinc(II) and lutetium(III) phthalocyanines


Şahin S., Kaya E. N., Durmuş M., ODABAŞ Z.

Polyhedron, cilt.283, 2026 (SCI-Expanded, Scopus) identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 283
  • Basım Tarihi: 2026
  • Doi Numarası: 10.1016/j.poly.2025.117854
  • Dergi Adı: Polyhedron
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Chemical Abstracts Core, Chimica, Compendex
  • Anahtar Kelimeler: Fluorescence, Metallophthalocyanine, Photochemical, Photodynamic therapy, Photophysical, Singlet oxygen
  • Marmara Üniversitesi Adresli: Evet

Özet

This work is part of a comprehensive study on the ball-type phthalocyanines, which have become prominent on phthalocyanine chemistry in recent years. The study started with the synthesis of ball-type phthalocyanine precursors and then continued with the investigation of photophysical and photochemical behaviors of these ball-type phthalocyanine precursors synthesized via two different dipthalonitrile derivatives containing [sbnd]O[sbnd] or [sbnd]OCH₂CH₂O[sbnd] bridging units. By varying the bridge length between the phthalocyanine rings and peripheral substituents, this study aimed to evaluate how these structural differences affect the optical and photophysicochemical properties of the synthesized phthalocyanine compounds. The molecular structures of the novel phthalocyanines were fully characterized using elemental analysis, FT-IR, UV–Vis, and MALDI-TOF-MS spectroscopy. In addition, key photochemical metrics such as fluorescence efficiency, emission lifetime, singlet oxygen yield, and photodegradation constants of the phthalocyanine complexes were systematically examined in dimethylformamide. The short-bridged ZnPc (3) among the synthesized phthalocyanines demonstrated superior singlet oxygen production. While Zn(II) complexes (3 and 4) displayed fluorescence, their Lu(III)-centered counterparts (5 and 6) were non-emissive due to the known heavy atom effect. These findings highlight the structural tunability of phthalocyanines for potential photodynamic therapy applications.