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Generation and Reaction of Hyperralent Hetero-atom

Research Project

Project/Area Number 10450335
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionOsaka University

Principal Investigator

KAMBE Nobuaki  Department of Applied Chemistry, Faculty of Engineering, Osaka University, Professor, 大学院・工学研究科, 教授 (60144432)

Co-Investigator(Kenkyū-buntansha) KANIYASU Hitoshi  Department of Applied Chemistry, Faculty of Engineering, Compound, lecture, 大学院・工学研究科, 講師 (00252594)
Project Period (FY) 1998 – 1999
Project Status Completed (Fiscal Year 1999)
Budget Amount *help
¥13,500,000 (Direct Cost: ¥13,500,000)
Fiscal Year 1999: ¥5,100,000 (Direct Cost: ¥5,100,000)
Fiscal Year 1998: ¥8,400,000 (Direct Cost: ¥8,400,000)
Keywordsate complex / telurium compaund / zirconium catalyst / litanium catalyst / alkylation / silylation / carbodiimide / カルボジイシド / ヘテロ原子 / 高原子価状態 / ハイパーバレント活性種 / カルボニルリチウム / シリル化反応 / アルキル化反応
Research Abstract

We have developed new C-C bond formation methodology, which includes novel type of tellurium ate complexes as key intermediates. When the reaction of vinylic telluride with organic zinc compound was carried out, Te-Zn exchange reaction took place with retention of the geometry of vinyl moiety. The treatment of the vinylic zinc compounds with alkyl halide gave the cross coupling product. During the course of our study on the ate complex involving transition-metal complex, we have found the novel titanocene or zirconocene catalyzed alkylation and silylation of olefin and diene with the combined use of Grignard reagent. It should be noted that aliphatic alkyl halide and silyl chloride, whose usage are significantly limited in the late transition-metal catalyzed reaction were successfully employed in these catalytic reaction system.

Report

(3 results)
  • 1999 Annual Research Report   Final Research Report Summary
  • 1998 Annual Research Report
  • Research Products

    (30 results)

All Other

All Publications (30 results)

  • [Publications] 藤原眞一: "A New Synthesis of Serenol Esters via Cabophilic Addition of Organocoppor Reagens to Carbonyl Selenides"J. Org. Chem.. 63(5). 1724-1726 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 寺尾潤: "Synthesis of Internal Acetylenes from Vinylic Tellrides"Tetrahedron Lett.. 39(31). 5511-5512 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 寺尾潤: "Zirconocene-Catalyzed Silylation of Alkenes with Chlorosilanes"Angew. Chem. Int. Ed. Engl.. 37(18). 2633-2655 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 寺尾潤: "Titanocene-Catalyzed Double Silylation of Dienes and Aryl Alkenes with Chiorosilanes"Tetrahedron Lett.. 39(52). 9697-9698 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 寺尾潤: "Zirconocene-Catalyzed Alkylation of Aryl Alkenes with Alkyl Tosylates, Sulfates and Bramelso"Tetrahedron Lett.. 39(50). 9201-9204 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 寺尾潤: "Resiaselective Double Alkylation of Styrenes with Alkyl Halides Using a Titanacen catalyat"J. Am. Chem. Soc.. 120(45). 11822-11823 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 寺尾潤: "Synthesis and Reaction of Vinylic Telurides"Phosphoruo Sulphur and Silicon. 136.137&138. 637-640 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 藤原眞一: "Sebuium-Asisted Ono-Pot Synthosis of Carbodiimids from Isocyanides and Primary Amino"Synlett. 75-76 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Shin-ichi Fujiwara, Akira Asai, Tsutomu Shin-ike, Nobuaki Kambe, Noboru Sono: "A New Synthesis of Selenol Esters via Carbophilic Addition of Organocopper Reagents to Carbonyl Selenide da"J. Org. Chem. 63 (5). 1724-1726 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jun Terao, Nobuaki Kambe, Noboru Sonoda: "Synthesis of Internal Acetylenes from Vinylic Tellurides"Tetrahedron Lett. 39 (31). 5511-5512 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jun Terao, Kazushi Torii, Koyu Saito, Nobuaki Kambe, Alio Baba, Noboru Sonoda: "Zirconocene-Catalyzed Silylation of Alkenes with Chlorosilanes"Angew. Chem., Int. Ed. Engl. 37 (18). 2653-2656 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jun Terao, Tsunenori Watanabe, Koyu Saito, Nobuaki Kambe, Noboru Sonoda: "Zirconocene-Catalyzed Alkylation of Aryl Alkenes with Alkyl Tosylates, Sulfates and Bromides"Tetrahedron Lett. 39 (50). 9201-9204 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jun Terao, Koyu Saito, Shinsuke Nii, Nobuaki Kambe, Noboru Sonoda: "Regioselective Double Alkylation of Styrenes with Alkyl Halides Using a Titanocene Catalyst"J. Am. Chem. Soc. 120 (45). 11822-11823 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jun Terao, Nobuaki Kambe, Noboru Sonoda: "Titanocene-Catalyzed Double Silylation of Dienes and Aryl Alkenes with Chlorosilanes"Tetrahedron Lett. 39 (52). 9697-9698 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Jun Terao, Nobuaki Kambe, Noboru Sonoda: "Synthesis and Reaction of Vinylic Telurides"Phosphorus Sulphur and Silicon. 136, 137 & 138. 637-640 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Shin-ichi Fujiwara, Takahiro Matsuya, Hajime Maeda, Tsutomu Shin-ike, Nobuaki Kambe, Noboru Sonoda: "Selenium-Assisted One-Pot Synthesis of Carbodiimides from Isocyanides and Primary Amines"Synlett. (1). 75-76 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] Shin-ichi Fujiwara, Nobuaki Kambe, Noboru Sonoda: "Synthesis and Reactions of Carbonyl Selenide and Isoselenocyanates in "Organoselenium Chemistry. A Practical Approach""Thomas G. Back (Ed.), Oxford University Press, New York. (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1999 Final Research Report Summary
  • [Publications] 藤原 眞一: "A New Synthesis of Selenol Estersvia Carbophilic Additional of Organocopper Reagentisto Carbonyl Esters"J.Org.Chem. 63(5). 1724-1726 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 寺尾 潤: "Synthesis of Internal Acetylenes from Vinlic Tellurides"Tetrahedron Lett.. 39(31). 5511-5512 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 寺尾 潤: "Zirconocene-Catalyzed Silylation of Alkenes with Chlorosilanes"Angew.Chem.Int.Ed.Eng.. 37(18). 2633-2655 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 寺尾 潤: "Titanocene-Catalyzed Double Silylation of Dienes and Aryl Alkenes with Chlorosilanes"Tetrahedron Lett. 39(52). 9697-9698 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 寺尾 潤: "Zirconocene-Catalyzed Alkylation of Aryl Alkenes with Allyl Tesylates Sulfates and Bromides"Tetrahedron Lett.. 39(50). 9201-9204 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 寺尾 潤: "Regioselective Double Alkylation of Styrenes with Alkyl Halides Using a Titanocene Catalyst"J.Am.Chem.Soc.. 120(45). 11822-11823 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 寺尾 潤: "Synthesis and Reaction of Vinylic Telurides"phosphorus Sulphur and Silicon,136,137 & 138. 637-646 (1998)

    • Related Report
      1999 Annual Research Report
  • [Publications] 藤原 眞一: "Selenium-Assisted One-Pot-Synthesis of Carbodiimides from Isocyanides and Binary Amines"Synlett. 75-76 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] Jun Terao: "Zirconocene-Catalyzed Silylation of Alkenes with Chlorosilanes" Argeui Chem.,Int.Ed.Engl.37・19. 2653-2656 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Jun Terao: "Regioselective Double Alkylation of Styrenes with Alkyl Halicles" J.An.Chem,Soc.120・45. 11822-11823 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Jun Terao: "Zirconocene-Catalyzed Alkylation of Aryl Alkenes with Alkyl Tosylate,Sulfates and Bromides" Tetrahedron Lett.39. 9201-9204 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Jun Terao: "Titanocene-Cotalyzed Double Silylation of Dienes and Aryl Alkenes with Chlorcsilanes" Tetrahedron Lett.39. 9697-9698 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Jun Terao: "Synthesis and Reaction of Vimylec Tellurides" Phosphorus Salfer and silicon. 136,137&138. 637-640 (1998)

    • Related Report
      1998 Annual Research Report

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Published: 1998-04-01   Modified: 2016-04-21  

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