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Chemistry and Synthetid Applications of Reactive Species Generated by Redox and Related Reactions of Organometallic Compounds

Research Project

Project/Area Number 60470090
Research Category

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

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionUniversity of Osaka Prefecture

Principal Investigator

OTSUJI Yoshio  Dept. of Applied Chem., Univ. of Osaka Prefecture, Professor, 工学部, 教授 (20081341)

Co-Investigator(Kenkyū-buntansha) MIZUNO Kazuhiko  Dept. of Applied Chem., Univ. of Osaka Prefecture, Assistant Prof., 工学部, 助手 (10109879)
NAKANISHI Saburo  Dept. of Applied Chem., Univ. of Osaka Prefecture, Assistant Prof., 工学部, 助手 (40081343)
ISAGAWA Kakuzo  Dept. of Applied Chem., Univ. of Osaka Prefecture, Associate Prof., 工学部, 助教授 (30081342)
Project Period (FY) 1985 – 1987
Project Status Completed (Fiscal Year 1987)
Budget Amount *help
¥6,200,000 (Direct Cost: ¥6,200,000)
Fiscal Year 1987: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1986: ¥700,000 (Direct Cost: ¥700,000)
Fiscal Year 1985: ¥4,800,000 (Direct Cost: ¥4,800,000)
KeywordsGroup 14(group 4B) organometallic compounds / Low-valent titanium complexes / Iron carbonyl complexes / (<eta>^3-Allylic)nitrosyl iron complexes / Photoinduced electron-transfer / Three-component coupling reactions / Hydroboration / 還元的脱酸素反応 / 有機ケイ素化合物 / 有機スズ化合物 / ラジカルイオン / 不斉ヒドロアルミ化反応
Research Abstract

The titled subject have been investigated and the following results have been obtained.
1. Novel reactions such as the substitution of CN group in dicyanoaromatics by allylic and benzylic groups, the addition of these groups to dicyanoaromatics and dicyanoalkenes, the oxidative cleavage of group 14 organometallics, and the double C-C bond-forming reactions of electron-deficient alkenes were developed by studying the photoinduced electron-transfer from the group 14 organometallics to the dicyano compounds and Cu(II) ions, and also by studying the reactions of the electron-deficient alkenes with allylic stannanes in the presence of organoiodo compounds.
2. The regio- and stereo-selective hydroboration of alkadienes, allylic alcohols, and oxygen-containing unsaturated compounds were developed by use of lowvalent Ti-complexes as a catalyst.
3. New reactions such as the reductive deoxygenation of N-acyloxyimino compounds, the triple CO insertion to carbanions, the electrophilic and nucleophilic reactions on allylic compounds and <alpha><beta>-unsaturated carbonyl compounds via iron carbonyl complexes and (<eta>^3-allylic)Fe(CO)_2NO complexes.
4. The mechanistic features and synthetic applications of the above reactions, and also the reactivities of the reactive species involved were described.

Report

(2 results)
  • 1987 Final Research Report Summary
  • 1986 Annual Research Report
  • Research Products

    (27 results)

All Other

All Publications (27 results)

  • [Publications] Kazuhiko Mizuno: Tetrahedron Letters. 26. 461-464 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko Mizuno: Tetrahedron Letters. 26. 5819-5822 (1985)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 水野一彦: 有機合成化学協会誌. 44. 1010-1021 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 大辻吉男: 旭硝子工業技術奨励会研究報告. 49. 215-223 (1986)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko Mizuno: Chemistry Letters. 203-204 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 水野一彦: 日本化学会誌. 1183-1188 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "A Novel Photosubstitution of Dicyanobenzenes by Allylic and Benzylic Silanes" Tetrahedron Letters. 26. 461-464 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Regioselectrive Photoallylations of Dicyanopolycyclic Aromatic Compounds Via Electron Transfer" Tetrahedron Letters. 26. 5819-5822 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Chemistry of Photochemically Generated Reactive Species and Their Synthetic Applications" Yuki Gosei Kagaku Kyokai Shi. 44. 1010-1021 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Yoshio,Otsuji: "Development and Applications of Highly Selective Organic Photoreactions via Photoinduced Electron Transfer" Reports of the Asahi Glass Foundation for Industrial Technology. 49. 215-223 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Regioselective Photoallylation of Furyl and Thienly Dicyanoethenes by Allylic Stannanes via Photoinduced Electron Transfer" Chemistry Letrers. 203-204 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Photoaddition of Allylic and Benzylic Groups to 1,1-Dicyanoethenesb Bearing Heterocyclic Substituents by Use of Organic Stannanes" Nippon Kagaku Kaishi. 1183-1188 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Photoallylation of 1,4-Dicyanonaphthalene by Use of Group 14 Organometallic Compounds" Chemistry Letters. 145-148 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Generation of Organic Cation from Group 14 Organometallic Compounds via Photoinduced Electron Transfer in the Presence of a(II) Salt" Chemistry Letters. 229-232 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Regioselective Double Vicinal Carbon-Carbon Bond Forming Reactions of Electron-Deficient Alkenes by Use of Allylic Stannanes and Organoiodo Compounds" Journal of the American Chemical Society. 110. 1288-1290 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kazuhiko,Mizuno: "Dual Regioselectivity in the Photoallylation of Electron Deficient Alkenes by Allylic Selanes" Journal of the American Chemical Society; Submitted for publication.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Kakuzo,Isagawa: "Titanium Complex-Catalyzed Hydroboration of Oxygen-Containing Unsaturated Compounds" Bulletin of the Chemical Society of Japan in preparation.

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Tatsuo,Ueda: "Preparation and Reactions of (<eta>^3-Allyl)dicarbonylnitrosyliron Complexes" Nippon Kagaku Kaishi. 271-281 (1985)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Tatsuo,Ueda: "Cyclodimerization of Benzylideneacetophenone and Its Derivatives by Use of Triiron Dodecacarbonyl" Chemistry Letters. 1631-1634 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Tatsuo,Ueda: "Cyclodimerization of Alkyl Styryl Ketones and Their Silyl Enol Ethers by Use of Iron Carbonyls" Chemisry Letters. 1635-1638 (1986)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Keiji,Ito: "1-Trimethylsiloxyallylic Iron Complexes as a <beta>-Acylcarbanion Equivalent" Chemistry Letters. 2103-2106 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 水野一彦: Chem.Lett.203 (1987)

    • Related Report
      1986 Annual Research Report
  • [Publications] 水野一彦: 光化学討論会(堺,1986年11月)講演要旨集【II】A205. P201

    • Related Report
      1986 Annual Research Report
  • [Publications] 水野一彦: 日本化学会第52春季年会(京都,1986年4月)講演要旨集4Z01,. P1650

    • Related Report
      1986 Annual Research Report
  • [Publications] 水野一彦: 第33回有機金属討論会(東京,1986年10月)講演要旨集B107. P157

    • Related Report
      1986 Annual Research Report
  • [Publications] 去来川覚三: 5th International Symposium on Homogeneous Catalysis(Kobe,September 1986),Abstr.,No.C-33.P267

    • Related Report
      1986 Annual Research Report
  • [Publications] 中西三郎: 日本化学会第53春季年会(名古屋,1986年10月)講演要旨集2K11.

    • Related Report
      1986 Annual Research Report

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Published: 1987-03-31   Modified: 2016-04-21  

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