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One-electron Reduction and Electron Transfer Reaction Controlled by Cyclodextrin Inclusion Complexation

Research Project

Project/Area Number 05650826
Research Category

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

Allocation TypeSingle-year Grants
Research Field 工業物理化学
Research InstitutionOsaka University

Principal Investigator

YAMAMOTO Yukio  Osaka University ; ISIR ; Assistant Professor, 産業科学研究所, 講師 (10029902)

Project Period (FY) 1993 – 1994
Project Status Completed (Fiscal Year 1994)
Budget Amount *help
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1994: ¥800,000 (Direct Cost: ¥800,000)
Fiscal Year 1993: ¥1,100,000 (Direct Cost: ¥1,100,000)
KeywordsCyclodextrin / Inclusion Complex / One-electron Reduction / Electron Transfer / Pulse Radiolysis / パラスラジオリシス
Research Abstract

Cyclodextrins (CDs) form inclusion complexes with various organic molecules in aqueous solution depending on the sizes of their hydrophobic cavities and of the guest molecules. The preset pulse radiolysis study is concerned with the one-electron reduction of aromatic carboxylates and sulfonates controlled by the inclusion comlexation. The pulse radiolysis of aqueous solutions of the aromatic electrolytes results in the one-electron reduction of the aromatic moieties of the solutes by the hydrated electron. The reaction is effectively retarded when the hydrophobic aromatic moieties are included in the CD cavities. Thus, the rate constants for the one-electron reduction of biphenyl-4-carboxylate (BPC), biphenyl-4-asetate (BPA) and biphenyl-4-sulfonate (BPS) are appreciably reduced by the complexation with beta-CD,whose cavity best fits to the biphenylyl group. Similarly, the one-electron reduction of pyrene-1-carboxylate (PyC), 4-pyren-1-ylbutyrate (PyB) and pyrene-1-sulfonate (PyS) is r … More etarded by the best fitting gamma-CD.The control of the one-electron reduction and electron transfer reactions has been examined for the solutions of mixtures of the sulfonates. The selective reduction of a mixed BPS and PyS solution has been achieved by using beta-and gamma-CDs. The electron transfer from the reduced BPS to PyS is also retarded effectively by the complexation of PyS with gamma-CD.The pH dependence of the effect of the complexation has demonstrated that a 1 ; 2 complex is formed between BPC and alpha-CD but not between BPC and alpha-CD because of the steric effect of the methylene group of BPA.The apparent retarding effect of alpha-CD on the one-electron reduction of BPC is observed at much higer host concentrations compared with that of beta-CD.PyC,PyB and PyS form 2 ; 2 complexes with gamma-CD,and the complexes of PyC and PyS undergo a structural change upon the one-electron reduction of the guests. The association constants of the 1 ; 1 complexes of BPC,BPA and BPS have been determined from the pulse radiolysis data. Less

Report

(3 results)
  • 1994 Annual Research Report   Final Research Report Summary
  • 1993 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Y.Yamamoto,S.Shiraki,Y.Kawamura: "Effects of Cyclodextrin Complexation on One-electron Reduction and Electron Transfer of Aromatic Sulfonates" J.Chem.Soc.,Perkin Trans.2. 2241-2245 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Yamamoto: "Pulse Radiolysis of Aromatic Carboxylates in Aqueous Solution and Effect of Cyclodextrin Complexation on One-electron Reduction by the Hydrated Electron" J.Chem.Soc.,Perkin Trans.2. 1555-1559 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Yamamoto,Y.Naka,Y.Yoshida,S.Tagawa: "Inclusion Complexation of Biphenyl-4-carboxylate and Biphenyl-4-acetate with α-and β-Cyclodextrins Studied by Pulse Radiolysis" J.Chem.Soc.,Perkin Trans.2. (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Yamamoto, S.Shiraki and Y.Kawamura: "Effects of Cyclodextrin Complexation on One-electron Reduction and Electron Transfer of Aromatic Sulfonates" J.Chem.Soc., Perkin Trans. 2. 2241-2245 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Yamamoto: "Pulse Radiolysis of Aromatic Carboxylates in Aqueous Solution and Effect of Cyclodextrin Complexation on One-electron Reduction by the Hydrated Electron" J.Chem.Soc., Perkin Trans. 2. 1555-1559 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Yamamoto, Y.Naka, Y.Yoshida and S.Tagawa: "Inclusion Complexation of Biphenyl-4-carboxylate and Biphenyl-4-acetate with alpha- and beta-Cyclodextrins Studied by Pulse Radiolysis" J.Chem.Soc., Perkin Trans. 2. (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1994 Final Research Report Summary
  • [Publications] Y.Yamamoto: "Pulse Radiolysis of Aromatic Carboxylates in Aqueous Solution and Effect of Cyclodextrin Complexation on One‐electron Reduction by the Hydrated Electron" J.Chem.Soc.,Perkin Trans.2. 1555-1559 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Yamamoto,Y.Naka,Y.Yoshida,S.Tagawa: "Inclusion Complexation of Biphenyl‐4‐carboxylate and Biphenyl‐4‐acetate with α‐and β‐Cyclodextrins Studied by Pulse Radiolysis" J.Chem.Soc.,Perkin Trans.2. (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] Y.Yamamoto,S.Shiraki,Y.Kawamura: "Effects of Cyclodextrin Complexation on One-electron Reduction and Electron Transfer of Aromatic Sulfonates" J.Chem.Soc.,Perkin Trans.2. 2241-2245 (1992)

    • Related Report
      1993 Annual Research Report
  • [Publications] Y.Yamamoto,S.Shiraki,D.Gao: "Hydrophobic Acceleration of p-Styrenesulfonate Polymerization by γ-Cyclodextrin" J.Chem.Soc.,Perkin Trans.2. 1119-1122 (1993)

    • Related Report
      1993 Annual Research Report

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Published: 1993-04-01   Modified: 2016-04-21  

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