首页 | 本学科首页   官方微博 | 高级检索  
     检索      


Synthesis,characterization and electrochemical properties of novel metal free and zinc(II) phthalocyanines of ball and clamshell types
Authors:T Ceyhan  A Altındal  AR Özkaya  Ö Çelikbıçak  B Salih  M Kemal Erbil  Ö Bekaroğlu
Institution:1. Department of Biochemistry, Division of Organic Chemistry, Gülhane Medical Academy (GATA), Ankara, Turkey;2. Department of Physics, Marmara University, 34722 Göztepe, Istanbul, Turkey;3. Department of Chemistry, Marmara University, 34722 Göztepe, Istanbul, Turkey;4. Department of Chemistry, Hacettepe University, 06532 Ankara, Turkey;5. Department of Chemistry, Technical University of Istanbul, 34469 Maslak, Istanbul, Turkey
Abstract:The phthalodinitrile derivative 1 was prepared by the reaction of 4-nitrophthalonitrile and 1,3-dimethoxy-4-tert-butylcalix4]arene in dry dimethylsulfoxide as the solvent, in the presence of the base K2CO3, by nucleophilic substitution of an activated nitro group in an aromatic ring. The tetramerization of compound 1 gave a binuclear zinc(II) phthalocyanine and a metal-free phthalocyanine of the ball type, 2 and 3, respectively. Its condensation with 4,5-bis(hexylthio)phthalonitrile results in a binuclear phthalocyanine of the clamshell type, 4. The newly synthesized compounds were characterized by elemental analysis, UV–Vis, IR, MS and 1H NMR spectra. The electronic spectra exhibit an intense π → π transition with characteristic Q and B bands of the phthalocyanine core. The electrochemical properties of 24 were examined by cyclic voltammetry in non-aqueous media. The voltammetric results showed that while there is no considerable interaction between the two phthalocyanine rings in 4, the splitting of a molecular orbital occurs as a result of the strong interaction between the phthalocyanine rings in 2 and 3.
Keywords:Phthalocyanine  Ball-type  Clamshell  Calixarenes  Tetramerization  Electrochemistry
本文献已被 ScienceDirect 等数据库收录!
设为首页 | 免责声明 | 关于勤云 | 加入收藏

Copyright©北京勤云科技发展有限公司  京ICP备09084417号