Synthesis, characterization, and investigation photophysicochemical properties of axially 2-hydroxymethyl-1,4-benzodioxan di-substituted Silicon(IV) phthalocyanine

Kayir N., Gördük S.

Journal of Organometallic Chemistry, vol.990, 2023 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 990
  • Publication Date: 2023
  • Doi Number: 10.1016/j.jorganchem.2023.122661
  • Journal Name: Journal of Organometallic Chemistry
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex
  • Keywords: Phthalocyanine, Photodynamic therapy, Silicon(IV) Axial, 2-hydroxymethyl-1, 4-benzodioxan
  • Yıldız Technical University Affiliated: Yes


Phthalocyanines are a derivative of macro heterocyclic compound and the different substituents can be added to phthalocyanine ring according to aim. Thus, they can be used in many industrial and scientific areas. One of these important areas is photodynamic therapy (PDT) treatment of cancer. In this study; Silicon(IV) phthalocyanine was preferred because it easily undergoes chemical modification thanks to its axial position and 2-hydroxymethyl-1,4-benzodioxan was used as a substituent to provide solubility in organic solvents thanks to its alkyl and oxygen groups. As a result, a new compound was synthesized with Silicon(IV) as the central metal atom and a soluble substituent in the axial position. The molecular structure of this newly synthesized substance was characterized by UV–Vis, FT-IR, MALDI TOF MS, and 1H NMR. The substance's photophysical and photochemical characteristics were investigated in both DMSO and DMF solvents. Additionally, singlet oxygen quantum yields were calculated as Φ∆: 0.65 in DMSO and Φ∆: 0.69 in DMF and this new compound produced significant singlet oxygen quantum yields, making it potentially useful as a photosensitizer in photodynamic treatment (PDT) for cancer.