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Development of new open-shell host compounds and the basic study of molecular magnetizm with their indusion crystal

Research Project

Project/Area Number 06640682
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionKitasato University (1996)
The University of Tokyo (1994-1995)

Principal Investigator

MAZAKI Yasuhiro  School of Science, Department of Chemistry, Kitasato University, Lecturer, 理学部, 講師 (60199677)

Project Period (FY) 1994 – 1996
Project Status Completed (Fiscal Year 1996)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1996: ¥300,000 (Direct Cost: ¥300,000)
Fiscal Year 1995: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1994: ¥1,400,000 (Direct Cost: ¥1,400,000)
KeywordsHost-Guest / Inclusion Crystal / Radical / Molecular Magnetizm / ホスト・ゲスト / 有機ラジカル / 包接体結晶
Research Abstract

There have been known a number of investigations forward to realization of organic ferromagnets with development of new organic radical molecules. Only a few examples of molecular ferromagnet have been discovered in those investigations so far, the intermolecular spin interaction in the bulk media of those compounds were analyzed in detail.
While a lot of studies to synthesize of new open-shell organic molecules for constructing new organic magnetic materials are in progress, the basic information obtained experimentally such as correlation between crystal structural parameters and magnetism are very poor at present.
In this study, I would like to reveal the correlation between structural parameters that measured from X-ray crystallographic analysis as inter atomic distances and angles in the crystal and magnetic parameters such as J (spin exchange integral) by using of clathrate crystals consturcted with newly synthesized open-shell organic host molecule. Since it would be expected that … More one host molecule generates a lot of clathrates by including many kind of guest molecules, determination of crystal structure and magnetic parameters of those clathrates should provide a lot of correlative information mentioned above by one kind spin species.
The target host molecules were synthesized by modification of 2,5-bis (9-hydroxy-fluoren-9-yl) -thieno [3,2-b] thiophene that has been introduced recentrly as an excellent host molecule. The reaction of 9-oxo-4-fluorenyl chloride and 4-amino-TEMPO or 4-hydroxyl-TEMPO afforded stable fluorenone derivatives and that were converted to host compound by treating with 2,5-dilithio-thieno [3,2-b] thiophene. According to their instability and poor crystallizability, the single crystal of their clathrates were not yielded.
To synthesize more stable and better crystallizable host molecule, some approaches to synthesis new host molecules are in progress. In such process, new radical molecules, new host molecules were yielded and their properties were demonstrated. Less

Report

(4 results)
  • 1996 Annual Research Report   Final Research Report Summary
  • 1995 Annual Research Report
  • 1994 Annual Research Report
  • Research Products

    (36 results)

All Other

All Publications (36 results)

  • [Publications] 秋田 健行: "Crystal Structures and Magnetic Properties of Nitronyl Nitroxide and Iminonitroxide Radicals Attached to Thieno[3,2-b]-and Thieno[2,3-b]thiophene Rings." J.Org.Chem.60. 2092-2098 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 秋田 健行: "Intramolecular Spin Interactions between Two Radical Units through Isomeric Chromophores,Thieno[3,2-b]thiophene and Thieno[2,3-b]thiophene" Tetrahedron Letters. 36. 5543-5546 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 落合 和典: "Enclathration in the Tow-Component Host Lattice:A Stable Three-Component Crystalline Complex Based on Lattice-Controlled Inclusion,Hydrogen Bonding and the Face-to-Face and Edge-to-Face π-π Interaction" Tetrahedron Letters. 36. 5947-5950 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 真崎 康博: "Charge-Transfer Interaction and Molecular Arrangement in the Crystals of p-Nitrophenoxyethyl Ethers and Amines" Bull.Chem.Soc.Japan. 68. 3247-3254 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 林 直人: "Clathrate Formations with Isomeric Host Compounds Based Thieno[3,2-b]thiophene and Thieno[2,3-b]-thiophene;Inclusion Modes and Crystal Structures" J.Org.Chem.60. 6342-6347 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 秋田 健行: "Ferromagnetic Spin Interaction through the Interheteromolecular Hydrogen Bond:A 1:1 Crystalline Complex of Phenylboronic Acid and Nitronyl Nitroxide" Mol.Cryst.& Liq.Cryst.279. 34-45 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 落合 和典: "The two-component Host Lattice Based on Hydrogen Bonds and Face-to-face π-π Interactions" Mol.Cryst.& Liq.Cryst.276. 153-158 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 秋田 健行: "Ferromagnetic Spin Interaction in a Crystalline Complex Formed by Inter-heteromolecular Hydrogen Bonding:a 1:1 Complex of Phenyl Nitronyl Nitroxide Radical and Phenylboronic Acid" J.Chem.Soc.,Chem.Commun.1861-1862 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 落合 和典: "Crystalline inclusion compounds of 1-(9-anthryloxy)anthraquinone as a host compound:X-ray structural characterization and pi-pi imteraction modes in the crystal enclathrating benzene as a guest." J.Chem.Soc.,Perkin Trans.2. 1139-1145 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Akita, Y.Mazaki, K.Kobayashi, N.Koga, H.Iwamura: "Crystal Structures and Magnetic Properties of Nitronyl Nitroxide and Iminonitroxide Radicals Attached to Thieno [3,2-b] - and Thieno [2,3-b] -Thiophene Rings." J.Org.Chem.60. 2092-2098 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Akita, Y.Mazaki, K.Kobayashi, K.Ushida: "Intramolecular Spin Interactions between Two Radical Units through Isomeric Chromophores, Thieno [3,2-b] thiophene and Thieno [2,3-b] thiophene" Tetrahedron Letters. 36. 5543-5546 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Ochiai, Y.Mazaki, K.Kobayashi: "Enclathration in the Tow-Component Host Lattice : A Stable Three-Component Crystalline Complex Based on Lattice-Controlled Inclusion, Hydrogen Bonding and the Face-to-Face and Edge-to-Face pi-pi Interaction" Tetrahedron Letters. 36. 5947-5950 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] Y.Mazaki and K.Mutai: "Charge-Transfer Interaction and Molecular Arrangement in the Crystals of p-Nitrophenoxyethyl Ethers and Amines" Bull.Chem.Soc.Japan. 68. 3247-3254 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] N.Hayashi, Y.Mazaki, K.Kobayashi: "Clathrate Formations with Isomeric Host Compounds Based on Thieno [3,2-b] thiophene and Thieno [2,3-b] thiophene ; Inclusion Modes and Crystal Structures" J.Org.Chem.60. 6342-6347 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Akita, Y.Mazaki, K.Kobayashi: "Ferromagnetic Spin Interaction through the Interhetero-molecular Hydrogen Bond : A 1 : 1 Crystalline Complex of Phenylboronic Acid and Nitronyl Nitroxide" Mol.Cryst.& Liq.Cryst.279. 39-45 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Ochiai, Y.Mazaki, K.Kobayashi: "The two-component Host Lattice Based on Hydrogen Bonds and Face-to-face pi-pi Interactions" Mol.Cryst.& Liq.Cryst.276. 153-158 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] T.Akita, Y.Mazaki, K.Kobayashi: "Ferromagnetic Spin Interaction in a Crystalline Complex Formed by Inter-heteromolecular Hydrogen Bonding : a 1 : 1 Complex of Phenyl Nitronyl Nitroxide Radical and Phenyl-boronic Acid" J.Chem.Soc., Chem.Commun.1861-1862 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] K.Ochiai, Y.Mazaki, S.Nishikiori, K.Kobayashi, S.Hayashi: "Crystalline inclusion compounds of 1- (9-anthryloxy) anthra-quinone as a host compound : X-ray structural characterization and pi-pi interaction modes in the crystal enclathrating benzene as a guest." J.Chem.Soc., Perkin Trans.2. 1139-1145 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1996 Final Research Report Summary
  • [Publications] 秋田健行: "Crystal Structures and Magnetic Properties of Nitronyl Nitroxide and Iminonitroxide Radicals Attached to Thieno[3,2-b]-and Thieno[2,3-b]-Thiophene Rings" J.Org.Chem.60. 2092-2098 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 秋田健行: "Intramolecular Spin Interactions between Two Radical Units through Isomeric Chromophores,Thieno[3,2-b]thiophene and Thieno[2,3-b]thiophene" Tetrahedron Letters. 36. 5543-5546 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 落合和典: "Enclathration in the Tow-Component Host Lattic:A Stable Three-Component Crystalline Complex Based on Lattic-Controlled Inclusion,Hydrogen Bonding and the Face-to-Face and Edge-t0-Face π-π Interaction" Tetrahedron Letters. 36. 5947-5950 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 真崎康博: "Charge-Transfer Interaction and Molecular Arrangement in the Crystals of p-Nitrophrnoxyethtl Ethers and Amines" Bull.Chem.Soc.Japan. 68. 3247-3254 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 林直人: "Clathrate Formations with Isomeric Host Compounds Based on Thieno[3,2-b]thiophene and Thieno[2,3-b]thiophene;Inclusion Modes and Crystal Structures" J.Org.Chem.60. 6342-6347 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 秋田健行: "Ferromagnetic Spin Interaction throgh the Interheteromolecular Hydrogen Bond:A 1:1 Crysta lline Complex of phenylboronic Acid and Nitronyl Nitroxide" Mol.Cryst.and Liq.Cryst.279. 34-45 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 落合和典: "The two-component Host Lattice Based on Hydrogen Bonds Face-to-face π-π Interactions" Mol.Cryst.and Liq.Cryst.276. 153-158 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 秋田健行: "Ferromagnetic Spin Interaction in a Crysta lline Complex Formed by Inter-heteromolecular Hydrogen Bonding:a 1:1 Complex of Phenyl Nitronyl Nitroxide Radical and Pfenylbornic Acid" J.Chem.Soc.Chem.Commun.1861-1862 (1995)

    • Related Report
      1996 Annual Research Report
  • [Publications] 落合和典: "Crysta lline inclusion compounds of 1-(9-anthryloxy)anthraquinone as a host compound:X-ray structural characterization and pi-pi interaction modes in the crystal enclathrating benzene as a guest." J.Chem.Soc.Perkin Trans 2. 1139-1145 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] H.Ozaki: "Single sheet of a quasi-planar macromolecule prepared by photopolymerization at a solid surface" J.Am.Chem.Soc.117. 5596-5597 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] T.Akita: "Crystal Structures and Magnetic Properties of Nitronyl Nitroxide and Iminonitroxide Radicals Attached to Thieno[3,2-b]-and Thieno[3,2-b]-Thiophene Rings" J.Org.Chem.60. 2092-2098 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] T.Akita: "Intramolecular Spin Interactions between Two Radical Units through Isomeric Chromophores,Thieno[3,2-b]-thiophene and Thieno[3,2-b]thiophene" Tetrahedron Letters. 36. 5543-5546 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Y.Mazaki: "Charge-Transfer Interaction and Molecular Arrangement in the Crystals of p-Nitrophenoxyethyl Ethers and Amines" Bull.Chem.Soc.Japan. 68. 3247-3254 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] N.Hayashi: "Clathrate Formations with Isomeric Host Compounds Based on Thieno[3,2-b]-thiopene and Thieno[2,3-b]-thiophene;Inclusion Modes and Crystal Structures" J.Org.Chem.60. 6342-6347 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] T.Akita: "Ferromagnetic Spin Interaction in a Crystalline Complex Formed by Inter-heteromolecular Hydrogen Bonding:a1:1 Complex of Phenyl Nitronyl Nitroxide Radical and Phenylboronic Acid" J.Chem.Soc.,Chem.commun.1861-1862 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Naoto Hayashi: "Channel-to-Channel Rearrangements of Host Lattices in Clathrate Crystals Induced by Guest Exchange via Gas-Solid Contacts" Advanced Materials. 6. 654-656 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Naoto Hayashi: "Isomorphic Clathrate Crystals of Isomeric Host Compounds Based on Thieno[3,2-b]thiophene and Thieno[2,3-b]thiophene" J.Chem.Soc.,Chem.Commun.2351-2352 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Naoto Hayashi: "Solid-State Photosolvolysis of Clathrate Crystals Including Ethanol as a Guest Component" Tetrahedron Letters. 35. 5883-5886 (1994)

    • Related Report
      1994 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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