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Unity between Inverse Phase Transfer Catalyst and Transition Metal Catalyst

Research Project

Project/Area Number 08651035
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionTottori University

Principal Investigator

OKANO Tamon  Tottori University, Department of Materials Science Faculty of Engineering, Associate Professor, 工学部, 助教授 (20112104)

Co-Investigator(Kenkyū-buntansha) KIJI Jitsuo  Tottori University, Department of Materials Science Faculty of Engineering, Prof, 工学部, 教授 (60026002)
Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥1,900,000 (Direct Cost: ¥1,900,000)
Fiscal Year 1997: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1996: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywordswater-soluble phosphine / sulfonated phoshine / counter phase transfer catalyst / water-soluble complex / cyanation / separation / carbonylallyation / biphasic catalytic reaction
Research Abstract

The catalytic reactions of organic molecules with lipophobic reagents using phosphine complexes of transition metals require using amphiphilic solvents or adding phase transfer catalysts. However these pollute the aqueous drainage, and these methods are no effect on the separation of the catalyst from the products. In this project, we tried to solve these problems by the unity between inverse phase transfer catalyst and transition metal catalyst. The water-soluble phosphine complexes of palladium acted as the counter phase tranfer catalysts in the allylation of carbonyl compounds with allyl chlorides or allyl alchols and SnCl_2 and in the cyanation of aryl iodides with NaCN under biphasic conditions. The catalytic efficiency of PdCl_2L_2 (L=PPh_2 (m-C_6H_4SO_3Na)) was higher in heptane than in toluene or anisole. The catalytic activity of PdCl_2L_2 in the cyanation increased in the following order ; L=P (tolyl) _2 [3-C_6H_3 (4-Me) SO_3Na] >PPh_2 [3-C_6H_3 (4-Me) SO_3Na] >PPh_2 (m-C_6H_4SO_3Na) >PPh [3-C_6H_3 (4-Me) SO_3Na] _2>P [3-C_6H_3 (4-Me) SO_3Na] _3. These biphasic reactions using the water-soluble catalysts allowed us easily to separate the product and the catalyst, and to recover the solvent from the reaction mixture.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] 木地 実夫: "A Convient Route to α,β-Unsaturated Esters without Formation of the α,β-Isomers. Palladium-Catalyzed Alkoxycarbonylation of Allylic Halidesunder Alcohol-Potassium Carbonate Two-Phase Conditions" Bull.Chem.Soc.Jpn.69. 1026-1031 (1966)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 岡野 多門: "Barbier-Type Carbonyl-Allylation with Allyl Compounds and SnCl_2 in the Presence of PdCl_2[PPh_2(m-C_6H_4SO_3Na]_2 under Two-Phase Conditions" Chem.Lett.5-6 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 岡野 多門: "Biphasic Cyanation of Aryl Halides with Counter Phase Transfer Catalysts" Chem.Lett.(印刷中). (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Kiji, T.Okano, Y.Higashimae, and Y.Fukui: "A Convient Route to alpha, beta-Unsaturated Esters without Formation of the alpha, beta-Isomers. Palladium-Catalyzed Alkoxycarbonylation of Allylic Halides under Alcohol-Potassium Carbonate Two-Phase Conditions" Bull.Chem.Soc.Jpn. 69. 1026-1031 (1966)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Oakano, J.Kiji, and T.Doi: "Barbier-Type Carbonyl-Allylation with Allyl Compounds and SnCl_2 in the Presence of PdCl_2 [PPh_2 (m-C_6H_4SO_3Na) ] _2 under Two-Phase Conditions" Chem.Lett.1998. 5-6

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] T.Okano, J.Kiji, and Y.Toyooka: "Biphasic Cyanation of Aryl Halides with Counter Phase Transfer Catalysts" Chem.Lett.(in press). (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] 木地実夫: "A Convient Routeto α,β-Unsaturated Esters without Formationof the α,β-Isomers.Palladium-Catalyzed Alkoxycarbonylationof Allylic Halidesunder Alcohol-Potassium Carbonate Two-Phase Conditions" Bull.Chem.Soc.Jpn.69. 1026-1031 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] 岡野多門: "Barbier-Type Carbonyl-Allylation with Allyl Compounds and SnCl_2 in the Presence of PdCl_<>[PPh_2(m-C_6H_4SO_3Na)]_2 under Two-Phase Conditions" Chem.Lett.5-6 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] 岡野多門: "Biphasic Cyanation of Aryl Halides with Countet Phase Transfer Catalysts" Chem.Lett.(印刷中). (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] 木地実夫: "A Convient Routeto α,β-Unsaturated Esters without Formation of the α,β-Isomers.Palladium-Catalyzed Alkoxycarbonylation of Allylic Halidesunder Alcohol-Potassium Carbonate Two-Phase Conditions" Bull.Chem.Soc.Jpn.69. 1026-1031 (1966)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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