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1988 Fiscal Year Final Research Report Summary

Synthesis and Physical Properties of New Electron Systems having a Novel Electronic Structure

Research Project

Project/Area Number 62470085
Research Category

Grant-in-Aid for General Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionKyoto University

Principal Investigator

YOSHIDA Zen-ichi  Faculty of Engineering Kyoto University, Professor, 工学部, 教授 (60025814)

Co-Investigator(Kenkyū-buntansha) MIKI Sadao  Faculty of Engineering Kyoto University, Instructor, 工学部, 助手 (30135537)
SUGIMOTO Toyonari  Faculty of Engineering Kyoto University, Associate Professor, 工学部, 助教授 (30093256)
TAMARU Yoshinao  Faculty of Engineering Nagasaki University, Professor, 工学部, 教授 (80026319)
Project Period (FY) 1987 – 1988
KeywordsCyclic polycalicene / Anthraquinone / Photovalence-isomerization / Photochromism / Radialene / Electrochromism / 有機強磁性体
Research Abstract

We have performed our research with the titled project for the period of 1987 - 1988. The following results were obtained:
(1) The defference of electronic structure between bis(tert-butylthio) derivatives of cyclic bi-, tri-, and tetra-calicenes was investigated on the basis of ^1H- and ^<13>C-NMR, and redox potential results. It was shown that each calicene unit polarizes in almost the same degree irrespectively of the number of calicene units.
(2) Introduction of some bulky groups into electron systems, provides remarkable change in their electronic structures. Now, anthraquinones substituted with tert-butyl or trimethylsilyl groups at the 1, 2, and 3-positions, were synthesized. Under photoirradiation the anthraquinones were subjected to valence isomerization into the corresponding hemi-Dewar types of anthraquinones. This reaction is photochemically reversible and quantitaltive, thus bringing much expectation as a new type of photochromic system. Also, time-resolved spectrometric study demonstrated that the photochemical reaction proceeds via lowest excited sinlet and triglet.
(3) Since 1,3-dithiole[n]radialenes construct a novel redox system and exhibit electrochromism, they can be expected as reliable component for a new type of electrochromic material. Furthermore, the odd-numbered radialenes were shown to have a possibility of a donor component for the production of a charge-transfer (CT) complex type of prganic ferromagnet, from the investigation on the magnetic properties of tris(thioxanthen-9-ylidene)cyclopropane dication salt and CT complex salts of pentakis(1.3-benzodithiol-2-ylidene)cyclopentane with DDQ and TCNQF_4 etc.

  • Research Products

    (11 results)

All Other

All Publications (11 results)

  • [Publications] Sadao,Miki;Kohji,Matsuo;Masahiro,Yoshida;Zen-ichi,Yoshida: Tetrahedron Letters. 29. 2211-2214 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.,Nakayama;T.,Yamaguchi;K.Ushida;K.Hamanoue;S.,Miki;K.Matsuo;Z.Yoshida: Chemical Physics Letters. 148. 259-263 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.,Kobayashi;S.,Miki;Z.Yoshida;Y.,Asako;C.,Kajimoto: Journal of the American Chemical Society. 110. 5622-5624 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.,Sugimoto;Y.,Misaki;Y.,Arai;Y.,Yamamoto;Z.,Yoshida;,Y.,Kai;N.,Kasai: Journal of the American Chemical Society. 110. 628-629 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Toyonari,Sugimoto;Toshio,Nagatomi;Hiroshi,Ando;Zen-ichi,Yoshida: Angewandth Chemie International Edition in English. 27. 560-561 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Zen-ichi,Yoshida;Toyonari,Sugimoto: Angewandte Chemie International Edition in English. 27. 1573-1577 (1988)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Sadao,Miki; Kohji,Matsuo; Masahiro,Yoshida; Zen-ichi,Yoshida: "Novel Anthraquinone Derivatives Undergoing Photochemical Valence Isomerization" Tetrahedron Letters. 29. 2211-2214 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Nakayama; T. Yamaguchi; K. Ushida; K. Hamanoue; S. Miki; K. Matsuo; Z. Yoshida: "Phosphorescence and Triplet-Triplet Absorption Spectra of 1,2,3-tri-t-Butyl-anthraquinone and 1,2-di-t-Butyl-3-trimethylsilylanthraquinone" Chemical Physics Letters. 148. 259-263 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Kobayashi; S. Miki; Z. Yoshida; Y. Asako; C. Kajimoto: "Orbital Interactions in a Dimethylbicycloalkadiene Series Studied by Photoelectron Spectroscopy: Avoided Crossing between Two HOMO Levels" Journal of the American Chemical Society. 110. 5622-5624 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T. Sugimoto; Y. Misaki; Y. Arai; Y. Yamamoto; Z. Yoshida; Y. Kai; N. Kasai: "Tetrakis(1,3-dithiol-2-ylidene)cyclopentanone: A New Electron Donor with Remarkably Low Oxidation Potential" Journal of the American Chemical Society. 110. 628-629 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Toyonari,Sugimoto; Toshio,Nagatomi; Hiroshi,Ando; Zen-ichi,Yoshida: "Redox-Active Thieno [3,2-b] thiophene as a Novel, Three-Color Electrochromic System" Angewandth Chemie International Edition in English. 27. 560-561 (1988)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1990-03-20  

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