Microwave assisted synthesis of novel zinc(II) phthalocyanines bearing 1,3-diazido-2-propanoxy functional groups and investigation of their photochemical properties

• Published in: Tetrahedron letters Vol. 57; no. 10; pp. 1124 - 1128
• Main Authors: Sarı, Sait, Durmuş, Mahmut, Bulut, Mustafa
• Format: Journal Article
• Language: English
• Published: Elsevier Ltd 09.03.2016
• Subjects: Azide; Bearing; Heating; Microwave; Microwaves; Photochemical; Phthalocyanine; Singlet oxygen; Spectra; Stability; Synthesis; Tetrahedrons; Zinc; Microwave; Phthalocyanine; Singlet oxygen; Azide; Zinc
• ISSN: 0040-4039; 1873-3581
• DOI: 10.1016/j.tetlet.2016.01.100

[Display omitted] •Synthesis of 1,3-diazido-2-propanoxy bearing zinc(II) phthalocyanines.•Novel functional zinc(II) phthalocyanines.•Photochemical properties of these phthalocyanines in DMSO.•High singlet oxygen generation for photocatalytic applications. In this study, three novel phthalonitriles (1, 2 and 3) bearing 1,3-diazido-2-propanoxy substituents were synthesized by conventional methods and their zinc(II) phthalocyanine complexes (4, 5 and 6) were synthesized by microwave irradiation because of the low stability of the azide groups at a high temperature under conventional heating. All novel compounds were fully characterized by elemental analyses, FT-IR, 1H NMR, UV–Vis, and MALDI-TOF spectral data. Furthermore, spectroscopic and photochemical properties such as singlet oxygen generation and the photostability of these zinc(II) phthalocyanines were investigated in DMSO.