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Catalytic Organic Synthetic Processes in Water: Zero-Emission Switching

Research Project

Project/Area Number 11555243
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Synthetic chemistry
Research InstitutionInstitute for Molecular Science (2000-2001)
Nagoya City University (1999)

Principal Investigator

UOZUMI Yasuhiro  Institute for Molecular Science Professor, 分子科学研究所, 教授 (90201954)

Project Period (FY) 1999 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥11,300,000 (Direct Cost: ¥11,300,000)
Fiscal Year 2001: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 2000: ¥3,400,000 (Direct Cost: ¥3,400,000)
Fiscal Year 1999: ¥4,500,000 (Direct Cost: ¥4,500,000)
Keywordsansition metal catalysts / palladium-phosphine complexes / amphiphilic solid support / organic transformation in water / PS-PEG resin / palladium catalysis / PS-PEGレジン
Research Abstract

Owing to increasing environmental concerns about harmful and resource-consuming solvent waste, the chemistry of organic transformations in water is presently undergoing very rapid growth. On the other hand, development of immobilized reagents has been attracting significant interest for their practical advantages. There is good reason to believe that immobilized catalysts exhibiting high catalytic activity in aqueous media offer a viable clean alternative to more traditional methods of accomplishing many organic reactions. We have examined design and preparation of amphiphilic resin-supported triarylphosphine-palladium complexes bound to a polyethylene glycol-polystyrenegraft copolymer (PEG-PS resin) which exhibit high catalytic activity in allylic substitution reactions of allyl acetates with various nucleophiles in aqueous media under mild reaction conditions. As a part of our efforts to develop the wide utility of these catalysts, the palladium-catalyzed cross-coupling reaction and palladium-catalyzed hydroxycarbonylation in water were also successfully examined.

Report

(4 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (27 results)

All Other

All Publications (27 results)

  • [Publications] 魚住 泰広: "Double Carbonylation of Aryl lodides with Primary Amines under Atmospheric Pressure Conditions Using Pd/PPh_3/DABCO/THF System"J. Org. Chem.. 66. 5272-7274 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 魚住 泰広: "Catalytic Asymmetric Allylic Alkylation in Water with a Recyclable Amphiphilic Resin-Supported P, N-Chelating Palladium Complex"J. Am. Chem. Soc.. 123. 2919-2920 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 魚住 泰広: "Enantioselective desymmetrization of meso-cyclic anhydrides catalyzed by hexahydro-1 H-pyrrolo[1,2-c]imidazolones"Tetrahedron Lett.. 42. 411-414 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 魚住 泰広: "A parallel preparation of a bicyclic N-chiral amine library and its use for chiral catalyst screening"Tetrahedron Lett.. 42. 407-410 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 魚住 泰広: "Allylic Substitution in Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Complexes"Tetrahedron. 55. 14341-14352 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 魚住 泰広: "Green Catalysis : Hydroxycarbonylation of Aryl Halides in Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Complexes"J. Org. Chem.. 64. 6921-6923 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasuhiro Uozumi: "Double Carbonylation of Aryl Iodides with Primary Amines under Atmospheric Pressure Conditions Using Pd/PPh_3/DABCO/THF System"J. Org. Chem. 66. 5272-5274 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasuhiro Uozumi: "Catalytic Asymmetric Allylic Alkylation in Wafer with a Recyclable Amphiphilic Resin-Supported P, N-Chelating Palladium Complex"J. Am. Chem. Soc. 123. 2919-2920 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasuhiro Uozumi: "Enantioselective desymmetrization of meso-cyclic anhydrides catalyzed by kexahydro- 1H-pyrroJd[l, 2-c]imidazolones"Tetrahedron Lett. 42. 411-414 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasuhiro Uozumi: "A parallel preparation of a bicyclic Af-chiral amine library and its use for chiral catalyst screening"Tetrahedron Lett. 42. 407-410 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasuhiro Uozumi: "Allylic Substitution in Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Complexes"Tetrahedron. 55. 14341-14352 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] Yasuhiro Uozumi: "Green Catalysis : Hydroxycarbonylation of Aryl Halides In Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Complexes"J. Org. Chem. 64. 6921-6923 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] 魚住 泰広: "Double Carbonylation of Aryl Iodides with Primary Amines under Atmospheric Pressure Conditions Using Pd/PPh_3/DABCO/THF System"J. Org. Chem.. 66. 5272-5274 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 魚住 泰広: "Catalytic Asymmetric Allylic Alkylation in Water with a Recyclable Amphiphilic Resin-Supported P, N-Chelating Palladium Complex"J. Am. Chem. Soc.. 123. 2919-2920 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 魚住 泰広: "Enantioselective desymmetrization of meso-cyclic anhydrides catalyzed by hexahydro-1 H-pyrrolo[1, 2-c] imidazolones"Tetrahedron Lett.. 42. 411-414 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 魚住 泰広: "A parallel preparation of a bicyclic N-chiral amine library and its use for chiral catalyst screening"Tetrahedron Lett.. 42. 407-410 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] 魚住 泰広: "Allylic Substitution in Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Comniexes"Tetrahedron. 55. 14341-14352 (1999)

    • Related Report
      2001 Annual Research Report
  • [Publications] 魚住 泰広: "Green Catalysis : Hydroxycarbonylation of Aryl Halides in Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Complexes"J. Org. Chem.. 64. 6921-6923 (1999)

    • Related Report
      2001 Annual Research Report
  • [Publications] 魚住泰広: "Enantioselective desymmetrization of meso-cyclic anhydrides catalyzed by hexahydro-1H-pyrrolo [1,2-c] imidazolones"Tetrahedron Letters. 42. 411-414 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] 魚住泰広: "A parallel preparation of a bicyclic N-chiral amine library and its use for chiral catalyst screening"Tetrahedron Letters. 42. 407-410 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] 魚住泰広: "Modification of Chiral Monodentate Phosphine (MOP) Ligands for Palladium-Catalyzed Asymmetric Hydrosilylation of Styrenes"Chem.Lett.. 1272-1273 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 魚住泰広: "Micheal Reactions in Water Using Amphiphilic Resin-Supported Quaternary Ammonium Hydroxides"Synlett.. 11. 1643-1645 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 魚住泰広: "Palladium-Catalyzed Asymmetric Reduction of Racemic Allylic Esters with Formic Acid : Effects of Phosphine Ligands on Isomerization of π-Allylpalladium Intermediates and Enantioselectivity"Tetrahedron. 56. 2247-2257 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] 魚住泰広: "Design and Preparation of 3,3'-Disubstituted Boxax: New Chiral Bis(oxazoline)Ligands for Catalytic Asymmetric Wacker-Type Cyclization"J. Org. Chem.,. 64. 1620-1625 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 魚住泰広: "Cross-Coupling of Aryl Halides and Allyl Acetates with Arylboron Reagents in Water Using an Amphiphilic Resin-Supported Palladium Catalyst"J. Org. Chem.,. 64. 3384-3388 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 魚住泰広: "Hydroxycarbonylation of Aryl Halides in Water Catalysed by Amphiphilic Solid-Supported Phosphine-Palladium Complex"J. Org. Chem.,. 64. 6921-6923 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 魚住泰広: "Allylic Substitution in Water Catalyzed by Amphiphilic Resin-Supported Palladium-Phosphine Complexes"Tetrahedron. 55. 14341-14352 (1999)

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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