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

被引:9
|
作者
Sari, Sait [1 ]
Durmus, Mahmut [2 ]
Bulut, Mustafa [1 ]
机构
[1] Marmara Univ, Dept Chem, TR-34722 Istanbul, Turkey
[2] Gebze Tech Univ, Dept Chem, POB 141, TR-41400 Gebze, Kocaeli, Turkey
关键词
Phthalocyanine; Zinc; Azide; Singlet oxygen; Microwave; PHOTOSENSITIZED SINGLET OXYGEN; BEHAVIOR; DESIGN;
D O I
10.1016/j.tetlet.2016.01.100
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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, H-1 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. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:1124 / 1128
页数:5
相关论文
共 50 条
  • [1] Synthesis of Novel Asymmetric Zinc (II) Phthalocyanines Bearing Octadecyloxyl and Glucosyl Groups
    Zhang, Pei
    Zhang, Shufen
    Han, Gang
    MOLECULES, 2009, 14 (09): : 3688 - 3693
  • [2] Novel triazole bearing zinc(II) and magnesium(II) metallo-phthalocyanines: Synthesis, characterization, photophysical and photochemical properties
    Akcay, Hakki Turker
    Piskin, Mehmet
    Demirbas, Umit
    Bayrak, Riza
    Durmus, Mahmut
    Mentese, Emre
    Kantekin, Halit
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2013, 745 : 379 - 386
  • [3] Synthesis, photochemical and photophysical properties of novel unsymmetrically substituted zinc(II) phthalocyanines
    Al-Raqa, Shaya Y.
    JOURNAL OF PORPHYRINS AND PHTHALOCYANINES, 2006, 10 (01) : 55 - 62
  • [4] Zinc(II) and lead(II) phthalocyanines bearing thiadiazole substituents: Synthesis, characterization, photophysical and photochemical properties
    Demirbas, Umit
    Piskin, Mehmet
    Bayrak, Riza
    Durmus, Mahmut
    Kantekin, Halit
    JOURNAL OF MOLECULAR STRUCTURE, 2019, 1197 : 594 - 602
  • [5] The determination of photophysical and photochemical parameters of novel metal-free, zinc(II) and lead(II) phthalocyanines bearing 1,2,4-triazole groups
    Demirbas, Umit
    Piskin, Mehmet
    Bayrak, Riza
    Unluer, Dilek
    Dugdu, Esra
    Durmus, Mahmut
    Kantekin, Halit
    SYNTHETIC METALS, 2016, 219 : 76 - 82
  • [6] Synthesis, photochemical and photophysical properties of zinc(II) and indium(III) phthalocyanines bearing fluoroalkynyl functionalized substituents
    Ertunc, Belgin
    Sevim, Altug Mert
    Durmus, Mahmut
    Bayir, Zehra Altuntas
    POLYHEDRON, 2015, 102 : 649 - 656
  • [7] Synthesis, photophysical and photochemical properties of metal-free and zinc(II) phthalocyanines bearing α-naphtholbenzein units
    Ozcesmeci, Mukaddes
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2014, 767 : 16 - 21
  • [8] Synthesis, photophysical and photochemical properties of unsymmetrical zinc(II) phthalocyanines bearing 8-hydroxyquinoline unit
    Ahmetali, Erem
    Yildiz, Burak
    Ahi, Elgin Ezgi
    Durmus, Mahmut
    Sener, M. Kasim
    POLYHEDRON, 2022, 226
  • [9] Novel phthalocyanines bearing 1,2,4 triazole substituents: Synthesis, characterization, photophysical and photochemical properties
    Demirbas, Umit
    Ozcifci, Zehra
    Akcay, Hakki Turker
    Mentese, Emre
    POLYHEDRON, 2020, 181
  • [10] Synthesis and photophysicochemical properties of novel zinc phthalocyanines mono substituted with carboxyl containing functional groups
    Rapulenyane, Nomasonto
    Antunes, Edith
    Masilela, Nkosiphile
    Nyokong, Tebello
    JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, 2012, 250 : 18 - 24