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Design and Function of Multi-antenna Molecule

Research Project

Project/Area Number 09650937
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionOsaka University

Principal Investigator

NAKATSUJI Yohji  Engineering, Molecular Chemistry, Osaka University Associate Professor, 大学院・工学研究科, 助教授 (00127268)

Co-Investigator(Kenkyū-buntansha) KIDA Toshiyuki  Engineering, Molecular Chemistry, Osaka University Research Associate, 大学院・工学研究科, 助手 (20234297)
IKEDA Isao  Engineering, Molecular Chemistry, Osaka University Professor, 大学院・工学研究科, 教授 (70029049)
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥3,300,000 (Direct Cost: ¥3,300,000)
Fiscal Year 1999: ¥600,000 (Direct Cost: ¥600,000)
Fiscal Year 1998: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1997: ¥2,200,000 (Direct Cost: ¥2,200,000)
Keywordsmolecular recognition / alkali metal cation / alkaline earth metal cation / fluorescence spectra / complexation / crown ether / 合成イオノホア / 錯形成態 / 錯形成能
Research Abstract

In this study, we developed a variety of multi-antenna molecules which can discriminate the specified guest ion by using the plural electron-donating sidearms. The results are summarized as follows.
1. A new series of C-pivot tripodal ligands containing a 2-methylglycerol unit were prepared and their complexation properties toward alkali metal cations were examined. This type of compounds showed a relatively higher complexing ability, which was reasonably explained by considering that it takes a three dimensional coordination towards the cations.
2. New lipophilic double-armed crown ethers were designed and prepared for assessment of the ability of the crown ring to form a complex with alkali metal cations at an air-water interface. The p-A isotherm of the crown ethers changed with the addition of alkali metal salts, and such changes were speculated to be dependent on complexation ability at the interface.
3. A new series of C-pivot lariat ethers having an oxyquinoline moiety as a part of … More the electron-donating sidearm were obtained from crown ether derivatives of low symmetry such as 3n-methylene- (3n+1) -crown-n (n=5,6,7) and their complexation properties toward alkali metal cations were evaluated. As a result, KィイD1+ィエD1 selectivity was attained by 16-crown-5 and 19-crown-6 derivatives, whereas 22-crown-7 derivatives showed RbィイD1+ィエD1 selectivity.
4. A new type of chiral crown ether, (R, R) -2, 12-bis (hydroxymethyl) -2, 12-dimethyl-18-crown-6 possessing plural reactive functional groups, was isolated from a racemic mixture by lipase-catalyzed acetylation. The absolute configuration of the crown diol was determined based on the X-ray analysis of the complex of the derivative having plural oxyquinoline moieties with KI.
5. Three kinds of positional isomers of double-armed crown ethers containing quinoline moieties in the sidearms were prepared and the participation of their sidearms in the complexation with alkali metal cations was examined. The difference in the position of the two sidearms on the crown ring was found to remarkably affect the complexation properties toward alkali metal cations when both sidearms are cis configuration to the crown ring. Less

Report

(4 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (18 results)

All Other

All Publications (18 results)

  • [Publications] Kita, Kohji: "Importance of the Glycerol Structure of C-Pivot Lariat Ethers Containing a 16-Crown-5 Ring for Effective Complexation toward Alkali Metal Cations"Chemistry Letters. 405-406 (1887)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Nakatsuji, Yohji: "Alkali metal cation recognition at an air-water interface by lipophilic double-armed crown ethers"Journal of the Japan Oil Chemists' Society. 46・8. 931-934 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kita, Kohji: "Molecular Design of C-Pivot Tripodal Ligands : Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations"Journal of the Organic Chemistry. 62・23. 8076-8081 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kita, Kohji: "Synthesis and complexation properties of C-Pivot lariat ethers containing 16-crown-5, 19-crown-6, and 22-crown-7 rings toward alkali metal cations"J. Chem. Soc., Perkin Trans. 1. 3857-3865 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Maruoka, Masahiro: "Synthesis and Structure of a New Type of C_2-Symmetric Chiral Crown Ether"Tetrahedron Letters. 39・51. 9493-9496 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Maruoka, Masahiro: "Effective Coordination of Electron-Donating Sidearms of Double-Armed 15-Crown-5 Ethers toward Alkali Metal Cations"Chemistry Letters. 283-284 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kohji Kita, Toshiyuki Kida, Yohji Nakatsuji, and Isao Ikeda: "Importance of the Glycerol Structure of C-Pivot Lariat Ethers Containing a 16-Crown-5 Ring for Effective Complexation toward Alkali Metal Cations"Chem. Lett.. 1997(5). 405-406

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Yohji Nakatsuji, Masahiro Muraoka, Hiroshi Matsuoka, Toshiyuki Kida, Araki Masuyama, and Isao Ikeda: "Alkali metal cation recognition at an air-water interface by lipophilic double-armed crown ethers"J. Jpn. Oil Chem. Soc.. 46(8). 931-934 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kohji Kita, Toshiyuki Kida, Yohji Nakatsuji, and Isao Ikeda: "Molecular Design of C-Pivot Tripodal Ligands : Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations"J. Org. Chem. 62(23). 8076-8081 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Kohji Kita, Toshiyuki Kida, Yohji Nakatsuji, and Isao Ikeda: "Synthesis and complexation properties of C-pivot lariat ethers containing 16-crown-5, 19-crown-6, and 22-crown-7 rings toward alkali metal cations"J. Chem. Soc., Perkin Trans. 1. 1998(22). 3857-3865

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masahiro Muraoka, Atsushi Ueda, Wanbin Zhang, Toshiyuki Kida, Yohji Nakatsuji, Isao Ikeda, Nobuko Kanehisa, and Yasushi Kai: "Synthesis and Structure of a New Type of CィイD22ィエD2-Symmetric Chrial Crown Ether"Tetrahedron Lett. 39(51). 9493-9496 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masahiro Muraoka, Hiroyuki Kajiya, Wanbin Zhang, Toshiyuki Kida, Yohji Nakatsuji, Isao Ikeda: "Effective Coordination of Electron-Donating Sidearms of Double-Armed 15-Crown-5 Ethers toward Alkali Metal Cations"Chem. Lett. 1999(4). 283-284

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Masahiro Muraoka: "Effective Coordination of Electron-Donating Sidearm of Double-Armed 15-Crown-5 Ethers toward Alkali Metal Cations"Chemistry Letters. 283-284 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Kohji Kita: "Synthesis and complexation properties of C-Pivot lariat ethers containing 16-crown-5,19-crown-6,and 22-crown-7 rings toward alkall metal cations" J.Chem.Soc.Perkin 1. 3857-3865 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Muraoka Masahiro: "Synthesis and structure of a new type of C_2-symmetric chiral crown ether" Tetrahedron Letters. 39・51. 9493-9496 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Kohji,Kita: "Importance of the Glycerol Structure of C-Pivot Lariat Ethers Containing a 16-Crown-5 Ring for Effective Complexation toward Alkali Metal Cations" Chemistry Letters. 405-406 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Nakatsuji,Yohji: "Alkali Metal Cation Recognition at an Air-Water Interface by Lipophilic Double-Armed Crown Ethers" Journal of the Japan Oil Chemists'Society. 46・8. 931-934 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Koji,Kita: "Molecular Design of C-Pivot Tripodal Ligands : Importance of the Glycerol Structure for Effective Complexation toward Alkali Metal Cations" Journal of the Organic Chemistry. 62・23. 8076-8081 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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