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Innovative Synthetic Reactions

Research Project

Project/Area Number 09238104
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Research InstitutionOsaka University

Principal Investigator

MURAI Shinji  Dept. of Applied Chemistry, Faculty of Engineering, Osaka University, Professor, 大学院・工学研究科, 教授 (00029050)

Co-Investigator(Kenkyū-buntansha) NAKAMURA Eiichi  Dept. of Chemistry, The University of Tokyo, Professor, 大学院・理学系研究科, 教授 (00134809)
YOSHIDA Jun-ichi  Dept. of Synthetic Chemistry and Biological Chemistry, Kyoto University, Professor, 大学院・工学研究科, 教授 (30127170)
YASUDA Hajime  Dept. of Applied Chemistry, Faculty of Engineering, Hiroshima University, Professor, 工学部, 教授 (00028200)
山本 明夫  早稲田大学, 理工学研究科, 教授 (30016711)
櫻井 英樹  東京理科大学, 理工学部, 教授 (70025873)
Project Period (FY) 1997 – 1999
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥22,400,000 (Direct Cost: ¥22,400,000)
Fiscal Year 2000: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 1999: ¥8,000,000 (Direct Cost: ¥8,000,000)
Fiscal Year 1998: ¥5,600,000 (Direct Cost: ¥5,600,000)
Fiscal Year 1997: ¥5,800,000 (Direct Cost: ¥5,800,000)
Keywordsorganic synthesis / new chemistry / new reaction / covalent bond / transition metal / reaction media / theory / catalyst / 新化学現像 / 触媒設計 / 発見 / 金属有機化学 / 有機化学 / 結合
Research Abstract

The objective of this research project is to discover new phenomena leading to new reactions which will serve as basis for the development of synthetic chemistry in the new century. The efforts have been expected to be devoted to find new efficient method for the cleavage of unreactive bonds between carbon and other elements including carbon, nitrogen, oxygen, and hydrogen.
For this purpose various approaches, mainly on the basis of organometallic reactions, have been undertaken. Rational design-based approach as well as exploratory approach was applied. The reactions in which simultaneous reactants-reagents interaction at many reaction centers have been extensively looked for. As the results, various innovative synthetic reactions have been developed successfully. The examples are the catalytic addition of otherwise unreactive C-H bonds to multiple bonds and catalytic, highly stereoselective polymerization.
Cooperation among eighty research groups has been successfully done through several symposiums during the three years research period.

Report

(5 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (43 results)

All Other

All Publications (43 results)

  • [Publications] S.Shoji and S.Kawata: "Photofabrication of three-dimensional photonic crystals by multibeam laser interference into a photopolymerizable resin"Appl.Phys.Lett.. 76・16. 2668-2670 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Ishitobi Z.Sekkat, and S.Kawata: "Quantifying theory of optical orientation processes in spectrally distinguishable photoisomers : application to a spiropyran-type chromophore"Chemical Physics Letters. 316. 578-584 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kawata and J.O.Amistoso: "Characterization of Organic Photochromic Materials as 3-D Optical Data Storage Media"Mol.Cryst.Liq.Cryst.. 344. 23-30 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kawata and Y.Kawata: "Three-dimensional optical data storage using photochromic materials "Chemical Reviews. 100・5. 1777-1788 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Hisaka, H.Ishitobi and S.Kawata: "Optical recording of reversed domains in ce-doped SBN : 75 crystal for bit-oriented three-dimensional optical memory"J.Opt.Soc.Am.B. 17. 422-426 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.Hayazawa, Y.Inouye, Z.Sekkat and S.Kawata: "Metallized tip amplification of near-field Raman scattering"Optics Communications. 183. 333-336 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Tobisu, N.Chatani, T.Asaumi, K.Amako, Y.Ie, Y.Fukumoto, S.Murai: "Ru3 (CO) 12-Catalyzed Intermolecurar Cyclocoupling of Ketones, Alkenes or Alkynes, and Carbon Monoxide. [2+2+1] Cycloaddition Strategy for the Synthesis of Functionalized γ-Butyrolactones"J.Am.Chem.Soc.. 122. 12663-12674 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] G.Desurmont, T.Tokimitsu, H.Yasuda: "First Controled Block Copolymerizations of Higher 1-Olefins with Polar Monomers Using Metallocene Type Single Component Lanthanide Initiators"Macromolecules. 33. 7679-7681 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] K.Itami, K.Mitsudo, T.Kamei, T.Koike, T.Nokami, J.Yoshida: "Highly Efficient Carbopalladation Across Vinylsilane : Dual Role of the 2-PyMe2S. Group as a Directing Group and as a Phase Tag"J.Am.Chem.Soc.. 122. 12013-12014 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Sawamura, Y.Kuninobu, E.Nakamura: "Half-Sandwich Metallocene Embedded in a Spherically Extended p-Conjugate System. Synthesis, Structure, and Electrochemistry of Rh (η5-C60Me5)(CO)2"J.Am.Chem.Soc.. 122. 12407-12408 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 大津元一,河田聡 編著: "近接場ナノフォトニクス入門"オプトロニクス社. 133 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kawata(分担執筆): "Photorefractive Optics"Academic Press. 570 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] N.Chatani, Y.Ie, F.Kakiuchi, S.Murai: "Ru_3(CO)_<12>-Catalyzed Decarbonylative Cleavage of a C-C Bond of Alkyl Phenyl Ketones."J.Am.Chem.Soc.. 121. 8645-8646 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] F.Kakiuchi, M.Sonoda, T.Tsujimoto, N.Chatani, S.Murai: "The Ruthenium-Catalyzed Addition of C-H Bonds in Aromatic Nitriles to Olefins."Chem.Lett.. 1083-1084 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Yasuda, M.Aludin, N.Kitamura, M.Tanabe, H.Shirahama: "Synthesis and Physical Properties of Novel Opticall Active Poly (ester-carbonate)s by Copolymerization of Substituted Trimethylene Carbonates with ε-Caprolactone and Their Biodegradable Behavior."Macromolecules. 32. 6047-6057 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] J.Yoshida, S.Suga, S.Suzuki, N.Kinomura, A.Yamamoto, K.Fujiwara: "Direct Oxidative Carbon-Carbon Bond Formation Using the "Cation Pool" Method. 1. Generation of Iminium Cation Pools and Their Reaction with Carbon Nucleophiles."J.Am.Chem.Soc.. 121. 9546-9549 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] E.Nakamura, M.Yamanaka: "Ligand Transfer Selectivity in Conjugate Addition of Mixed Organocuprate Bearing a Dummy Ligand"J.Am.Chem.Soc.. 121. 8941-8942 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] A.Hirai, M.Nakamura, E.Nakamura: "Density Functional Studies on Gaudemar/Normant Coupling between Allylzinc and Vinyl Grignard Reagent"J.Am.Chem.Soc.. 121. 8665-8666 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 村井真二: "Carbonylation at sp^3 C-H Bonds Adjacent to a Nitrogen Atom in Alkylamines Catalyzed by Rhodium Complexes"J.Am.Chem.Soc.. 122・51. 12882-12883 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] N. Chatani, Y. Ie, F. Kakiuchi, S. Murai: "Ru3(CO)12-Catalyzed Decarbonylative Cleavage of a C-C Bond of Alkyl Phenyl Ketones"J. Am. Chem. Soc.. 121. 8645-8646 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] F. Kakiuchi, M. Sonoda, T. Tsujimoto, N. Chatani, S. Murai: "The Ruthenium-Catalyzed Addition of C-H Bonds in Aromatic Nitriles to Olefins"Chem. Lett.. 1083-1084 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H. Yasuda, N. Kitamura, M. Tanabe, H. Shirahama: "Synthesis and Physical Properties of novel opticall Active Poly(ester-carbonate)s by Copolymerization of Substituted Trimethylene Carbonates with ε-Caprolactone and Their Biodegradable Behavior"Macromolecules. 32. 6047-6057 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] J. Yoshida, S. Suga, S. Suzuki, N. Kinomura, A. Yamamoto, K. Fujiwara: "Direct Oxidative Carbon-Carbon Bond Formation Using the "Cation Pool" Method. 1. Generation of Iminium Cation Pools and Their Reaction with Carbon Nucleophiles"J. Am. Chem. Soc.. 121. 9546-9549 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] E. Nakamura, M. Yamanaka: "Ligand Transfer Selectivity in Conjugate Addition of Mixed Organocuprate Bearing a Dummy Lignad"J. Am. Chem. Soc.. 121. 8941-8942 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] A. Hirai, M. Nakamura, E. Nakamura: "Density Functional Studies on Gaudemar/Normant Coupling between Allylzinc and Vinyl Grignard Reagent"J. Am. Chem. Soc.. 121. 8665-8666 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] N.Fujii,F.Kakiuchi,A.Yamada,N.Chatani,S.Murai: "Transition-Metal-Catalyzed Intramolecular Cyclization of 1,5-and 1,6-Dienes via Direct Cleavage and Addition of the Carbon-Hydrogen Bond." Bull.Chem.Soc.Jpn.71. 285-298 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Sato,F.Kakiuchi,N.Chatani,S.Murai: "Ruthenium-Catalyzed Reactions of Acyclic a,b-Enones with Olefins and Their Reaction Mechanisms." Chem.Lett.893-894 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] E.Ihara,M.Nodono,K.Katsura,Y.Adachi,H.Yasuda,Y.Kai: "Synthesis and Olefin Polymerization Catalysis of New Divalent Samarium Complexes with Bridging Bis(cyclopentadienyl)Ligand." Organometallics. 17. 3945-3956 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] E.Ihara,Y.Adachi,H.Yasuda,H.Hashimoto,N.Kanehisa,Y.Kai: "Synthesis of 2,6-Dialkoxylphenyllanthanoid Complexes and Their Polymerrization Catalysis." J.Organomet.Chem.(in press).

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Yamago,M.Furukawa,A.Azuma,J.Yoshida: "Synthesis of Optically Active Dendritic Binaphthols and Their Metal Complexes for Asymmetric Catalysis." Tetrahedron Lett.39. 3783-3786 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] J.Yoshida and K.Nishiwaki: "Redox Selective Reactions of Organosilicon and-tin Compounds." J.Chem.Soc.,Dalton Trans.2589-2596 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Yamago,K.Kokubo,H.Murakami,Y.Mino,O.Hara,J.Yoshida: "Glycosylation with Telluroglycosides. Stereoselective construction of alpha-and beta-Anomers." Tetrahedron Lett.39. 7905-7908 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] E.Nakamura,S.Mori,K.Morokuma: "Reaction Pathway of Conjugate Addition of Lithium Organocuprate Clusters to Acrolein." J.Am.Chem.Soc.119. 4900-4910 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] K.Kubota,E.Nakamura: "Addition of Aza-enolate to Simple Unactivated Olefin." Angew.Chem.Int.Ed.Engl.36. 2491-2493 (1997)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Murai, N.Chatani, F.Kakiuchi: "Catalytic Addition of C-H Bonds to Multiple Bonds." Pure Appl.Chem.69. 589-594 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] N.Fujii, F.Kakiuchi, A.Yamada, N.Chatani, S.Murai: "Asymmetric Intramolecular C-H/Olefin Coupling : Asymmetric Cyclization Reactions of 1,5-Dienes Catalyzed by Rhodium Complexes." Chem.Lett.425-426 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Yasuda, E.Ihara: "Rare Earth Metal Initiated Living Polymerizations of Polar and Nonpolar Monomers." Adv.Polym.Sci.133. 52 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Yasuda, E.Ihara: "Living Polymerizations of Polar and Nonpolar Monomers by the Catalysis of Organo Rare Earth Metal Complexes." Bull.Chem.Soc.Jpn.70. 1745-1767 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yoshida, M.Izawa: "Intramolecular Assistance of Electron Transfer. Oxidative Cleavage of the Carbon-Tin Bond of Tetraalylstannanes." J.Am.Chem.Soc.119. 9361-9365 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] M.Sugawara, J.Yoshida: "Remarkable γ-Effect of Tin : Acid Promoted Cyclopropanation Reactions of α-Alkoxycarbonyloxystannanes with Alkenes." J.Am.Chem.Soc.119. 11986-11987 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] E.Nakamura, K.Kubota, G.Sakata: "Addition of Zincated Hydrazone with Viny1 Grignard Reagent. Ketone Synthesis by Four-Component Coupling." J.Am.Chem.Soc.119. 5457-5458 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Mori, E.Nakamura: "SN2 Substitution on sp^2 Nitrogen of Protonated Oxime." Chem.Lett.111-112 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] H.Isobe, H.Tokuyama, M.Sawamura, E.Nakamura: "Synthetic and Computational Studies on Symmetry-Defined Double Cycloaddition of a New Tris-Annulating Reagent to C_<60>" J.Org.Chem.62. 5034-5041 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2019-02-15  

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