Preparation and Some Properties of One Structural Isomer of Tetra-Substituted Phthalocyanine; 1,8,15,22-Tetrakis(pentan-3′-yloxy)phthalocyanine and Its Metal(II) Complexes

DOI PDF 被引用文献4件 参考文献18件
  • Kuninobu Kasuga
    Department of Material Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Kenichiro Asano
    Department of Material Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Liang Lin
    Department of Material Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Tamotsu Sugimori
    Department of Material Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Makoto Handa
    Department of Material Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Koji Abe
    Department of Mathematics and Computer Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Takahiro Kikkawa
    Department of Mathematics and Computer Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690
  • Takaji Fujiwara
    Department of Mathematics and Computer Science, Interdisciplinary Faculty of Science and Engineering, Shimane UniversityMatsue 690

説明

<jats:title>Abstract</jats:title> <jats:p>The title phthalocyanine (1) was prepared from 3-(pentan-3′-yloxy)phthalonitrile, of which a bulky substituent on the 3-position caused an exclusive formation of 1 out of the possible structural isomers.</jats:p> <jats:p>Complexes of magnesium(II), cobalt(II), nickel(II), copper(II), and zinc(II) were prepared by refluxing a DMF solution of 1 and corresponding metal(II) chlorides, and were characterized by the absorption and 1H NMR spectra as well as elemental analyses.</jats:p> <jats:p>Magnesium(II) and zinc(II) complexes showed a new band at the longer wavelength side of the Q band in chloroform, probably due to the formation of a face-to-face slipped dimer.</jats:p> <jats:p>Compound 1 and its magnesium(II), nickel(II), or copper(II) complex showed three ring-oxidative and reductive processes, and the zinc(II) complex showed four in dichloromethane in their cyclic voltammograms. The cobalt(II) complex showed five processes, two of which arose from a central cobalt(II) ion. The oxidation of the cobalt(II) ion occurred at a more negative potential in DMF.</jats:p> <jats:p>The crystal structure of the nickel(II) complex was determined by an X-ray analysis; substitution on the 1,8,15, and 22 positions of the ring by pentan-3-yloxy groups was confirmed. The molecules are stacked with a distance of 3.32 Å between the phthalocyanine rings.</jats:p>

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