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2002 Fiscal Year Final Research Report Summary

DESIGN OF REACTION FIELD BASED ON STRUCTURAL STUDIES OF ORGANOMETALLIC REAGENTS IN SOLUTION

Research Project

Project/Area Number 12450363
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionKYOTO UNIVERSITY

Principal Investigator

MATSUBARA Seijiro  Graduate School of Engineering associate, professor, 工学研究科, 助教授 (90190496)

Co-Investigator(Kenkyū-buntansha) MATSUBARA Eichiro  Tohoku university, Institute for Material Research, professor, 金属材料研究所, 教授 (90173864)
Project Period (FY) 2000 – 2002
KeywordsSAX / AXS / Lewis acid / Zinc / Rearrangement / Stereochemistry
Research Abstract

The structural studies of bis(iodozinciomethane) in solution was examined. It was performed based on the detailed fine structural studies by AXS and on the macroscopic structural studies by SAXS. It was tuned out that bis(iodozincio)methane exists as amonomeric form without aggregation. The combination of AXS and SAXS is reliable and widely applicable method for the structural studies of many types of organometallic compounds in solution.
The structure of bis(iodozincio)methane implies the characteristic Lewis acidity, as a carbon accompanies a couple of zinc atoms. Treatment of 1,2-diketones with bis(iodozincio)methane gave cyclopropane- 1,2-diols. Treatment of 2,3-epoxyalcohol with bis(iodozincio)methane cause the pinacol type rearrangement.

  • Research Products

    (17 results)

All Other

All Publications (17 results)

  • [Publications] 松原 誠二郎: "鍋の中の話"有機合成協会誌. 60・4. 383-388 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Seijiro Matsubara: "Stereoselective Pinacol-Type Rearrangement of 2,3-Epoxy Alcohols with Retention of Configuration Mediated by Bis(iodozincio)methane"Angew.Chem.Int.Ed.Engl.. 41・15. 2837-2839 (2002)

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      「研究成果報告書概要(和文)」より
  • [Publications] Seijiro Matsubara: "Fabrication of Nano-structure by Diels-Alder Reaction"Chemistry Letters. 886-887 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Seijiro Matsubara: "[2+1] Cycloaddition reaction of bis(iodozincio)methane with 1,2-diketones : face-to-face complex of bis(iodozincio)methane and 1,2-diketones as a reaction intermediate"Tetrahedron. 58. 8255-8262 (2002)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Seijiro Matsubara: "Stereocontrolled addition of enolates to chiral 2-acyl-1,3-oxathiane derivatives"Chirality. 15・1. 38-40 (2002)

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      「研究成果報告書概要(和文)」より
  • [Publications] Eiichiro Matsubara: "Fullerene and sulfur compounds"Materials Transactions. 43・7. 1530-1532 (2002)

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  • [Publications] Yuko Hashimoto, Utako Mizuno, Hideki Matsuoka, Takafumi Miyahara, Masahiro Takakura, Mamoru Yoshimoto, Koichiro Oshima, Kiitiro Utimoto, Seijiro Matsubara: "Structural Studies of the Low-Valent Titanium Solution: What goes on in Pinacol Coupling Reaction?"J. Am. Chem. Soc.. 123. 1503 (2001)

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  • [Publications] Hideyuki Takahashi, Eichiro Matsubara, Rodion Vladimirovich Belosludov, Seijiro Matsubara, Nobuaki Sato, Atsushi Muramatsu, Yoshiyuki Kawazoe, Kazuyuki Tohji: "Fulldrene and sulfur compounds"Materials Transactions. 43. 1530 (2002)

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  • [Publications] Seijiro Matsubara, Hiromasa Yamamoto, Koichiro Oshima, Emiko Mouri, and Hideki Matsuoka: "Fabrication of Nano-structure by Diels-Alder Reaction"Chem. Lett.. 886 (2002)

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  • [Publications] Katstumi Ukai, Koichiro Oshima, and Seijiro Matsubara: "Preparation of Cyclopropanediol: Novel [2+1] Cycloaddition Reaction of Bis(ibdozincio)methane with 1,2-Diketones"J. Am. Chem. Soc.. 122. 12047 (2000)

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      「研究成果報告書概要(欧文)」より
  • [Publications] Seijiro Matsubara, Katsumi Ukai, Hideo Fushimi, Yutaka Yokota, Hideaki Yoshino, Koichiro Oshima, Kiyoyuki Omoto, Atsushi Ogawa, Hioki Yasunori, and Hiroshi Fujimoto: "[2+1] Cycloaddition reaction of bis(iodozincio)methane with 1,2-diketones: face-to-face complex of bis(iodozincio)methane and 1,2-diketones as a reaction intermediate"Tetrahedron. 58. 8255 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Seijiro Matsubara, Hiromasa Yamamoto, and Koichiro Oshima: "Stereoslective Pinacol-Type Rearrangement of 2,3-Epoxy Alcohols with Retention of Configuration Mediated by Bis(iodozindo)methane"Angew. Chem. Int Ed. Engl. 41. 2837 (2002)

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  • [Publications] Seijiro Matsubara, Koichiro Oshima, Kiitiro Utimoto: "Bis(iodozincio)methane-preparation, structure, and reaction"J. Organomet. Chem.. 617-618. 39 (2001)

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  • [Publications] Katsumi Ukai, Daisuke Arioka, Hideaki Yoshino, Hideo Fushimi, Koichiro Oshima, Kiitiro Uemoto, and Seijiro Matsubara: "α-Oxygen-atom Induced Methylenation of Ketones by CH_2(ZnI)_2"Synlett. 513 (2001)

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  • [Publications] Seijiro Matsubara, Hideaki Yoshino, Kiitiro Utimoto, and Koichiro Oshima: "Preparation of Germyl-substituted Dizindomethanes and These Reactions with Electrophiles"Synlett. 495 (2000)

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  • [Publications] Seijiro Matsubara, Katsumi Ukai, Narihiro Toda, Kiitiro Utimoto, and Koichiro Oshima: "Reactions of 2-Iodozincio-1,3-Alkadiene with Electrophiles: Assemble of 1,2- and 1,3-Conjugated Dienes"Synlett. 995 (2000)

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  • [Publications] Seijiro Matsubara, Takanori Ikeda, Koichiro Oshima, and Kiitiro Utimoto: "Preparation of Organoytterbium Reagent from Trichloride and Organomagnesium"Chem. Lett.. 1226 (2001)

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Published: 2004-04-14  

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