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Time and Sfcace Control of Reactive Complexes of Carbon and Heavy-Elements

Research Project

Project/Area Number 14078220
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionHiroshima University

Principal Investigator

YAMAMOTO Yohsuke  Hiroshima University, Graduate School of Science, Professor, 大学院理学研究科, 教授 (50158317)

Project Period (FY) 2002 – 2005
Project Status Completed (Fiscal Year 2006)
Budget Amount *help
¥24,000,000 (Direct Cost: ¥24,000,000)
Fiscal Year 2005: ¥6,400,000 (Direct Cost: ¥6,400,000)
Fiscal Year 2004: ¥6,400,000 (Direct Cost: ¥6,400,000)
Fiscal Year 2003: ¥5,600,000 (Direct Cost: ¥5,600,000)
Fiscal Year 2002: ¥5,600,000 (Direct Cost: ¥5,600,000)
Keywordshypervalent / carbon / boron / 高配位 / 硫黄配位子 / X線解析 / 超原子価化合物 / 6配位炭素 / チオキサントン / アレン / ビニル位S_N2反応 / 合成 / 3座配位子 / エックス線解析
Research Abstract

Recently, we reported synthesis and isolation of hypervalent pentacoordinate carbon compounds and hypervalent pentacoordinate boron compounds bearing a rigid anthracene skeleton and a relatively flexible van Koten skeleton. Although the X-ray analysis and density functional calculation of these compounds clearly showed the attractive interaction between the central carbon (boron) and the two coordinating oxygen atoms, these interactions are weak based on the distance and the values from AIM analysis. Thus, we designed a novel tridentate ligand bearing a benzene ring condensed with two seven membered rings in the hope of stronger interaction between the central atom and the coordinating sulfur atoms. We could obtain pentacoordinate carbon compound, but tetracoordinate compounds, where only one of the sulfur atom was coordinating toward the central carbon, were also obtained by changing the substituents on the central carbon atom.

Report

(5 results)
  • 2006 Final Research Report Summary
  • 2005 Annual Research Report
  • 2004 Annual Research Report
  • 2003 Annual Research Report
  • 2002 Annual Research Report
  • Research Products

    (31 results)

All 2006 2005 2004 Other

All Journal Article (19 results) Publications (12 results)

  • [Journal Article] Application of A Chiral Copper-1,1-Bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane Catalyst for Asymmetric Cyclopropanation of Styrene2006

    • Author(s)
      Itagaki, M., Yamamoto, Y.
    • Journal Title

      Tetrahedron Letters 47

      Pages: 523-525

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Syntheses and Structures of Hypervalent Pentacoordinate Carbon and Boron Compounds Bearing an Anthracene Skeleton-Elucidation of Hyperavalent Interaction Based on X-ray Analysis and DFT Calculation,2005

    • Author(s)
      Yamashita, M, Yamamoto, Y, Akiba, K.-y, Hashizume, D, Iwasaki, F, Takagi, N, Nagase, S
    • Journal Title

      J. Am. Chem. Soc. 127

      Pages: 4354-4371

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Characterization of Stable Hypervakalent Carbon Compounds (10-C-5) Bearing a 2,6-Bis(ρ-substituted phenyloxymethyl)benzene Ligand2005

    • Author(s)
      Akiba, K.-y, Moriyama, Y, Mizozoe, M, Inohara, H, Nishii, T, Yamamoto, Y, Minoura, M, Hashizume, D, Iwasaki, F, Takagi, N, Ishimura, K, Nagase, S
    • Journal Title

      J. Am. Chem. Soc. 127

      Pages: 5893-5901

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Structures of 16 π Octaalkyltetraphenylporphyrins2005

    • Author(s)
      Yamamoto, Y, Yamamoto, A, Furuta, S-y, Horie, M, Kodama, M, Sato W, Akiba, K.-y, Tsuzuki, S, Uchimaru, T, Hashizume, D, Iwasaki, F
    • Journal Title

      J. Am. Chem. Soc. 127

      Pages: 14540-14541

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Syntheses and Structures of Hypervalent Pentacoordinate Carbon and Boron Compounds Bearing an Anthracene Skeleton-Elucidation of Hyperavalent Interaction Based on X-ray Analysis and DFT Calculation,2005

    • Author(s)
      Yamashita, M., Yamamoto.Y.: Akiba, K.-y., Hashizume, D., Iwasaki, F., Takagi, N., Nagase, S
    • Journal Title

      J. Am. Chem. Soc 127

      Pages: 4354-4371

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Characterization of Stable Hypervalent Carbon Compounds (10-C-5) Bearing a 2,6-Bis(p-substituted phenyloxymethyl)benzene Ligand2005

    • Author(s)
      Akiba, K.-y., Moriyama, Y., Mizozoe, M., Inohara, H., Nishii, T., Yamamoto.Y.: Minoura, M., Hashizume, D., Iwasaki, F., Takagi, N., Ishimura, K., Nagase, S.
    • Journal Title

      J. Am. Chem. Soc 127

      Pages: 5893-5901

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Synthesis and Structure of 16 n Octaalkyltetraphenylporphyrins2005

    • Author(s)
      Yamamoto.Y.: Yamamoto, A, Furuta, S.-y., Horie, M., Kodama, M., Sato, W., Akiba, K.-y., Tsuzuki, S., Uchimaru, T., Hashizume, D., Iwasaki, F.
    • Journal Title

      J. Am. Chem. Soc 127

      Pages: 14540-14541

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2006 Final Research Report Summary
  • [Journal Article] Syntheses and Structures of Hypervalent Pentacoordinate Carbon and Boron Compounds Bearing an Anthracene Skeleton-Elucidation of Hyperavalent Interaction Based on X-ray Analysis and DFT Calculation2005

    • Author(s)
      Yamashita, M., Yamamoto, Y., Akiba, K.-y., Hashizume, D., Iwasaki, F., Takagi, N., Nagase, S.
    • Journal Title

      Journal of the American Chemical Society 127

      Pages: 4354-4371

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis and Characterization of Stable Hypervalent Carbon Compounds (10-C-5) Bearing a 2,6-Bis(p-substituted phenyloxymethyl)benzene Ligand2005

    • Author(s)
      Akiba, K.-y., Moriyama, Y., Mizozoe, M., Inohara, H., Nishii, T., Yamamoto, Y., Minoura, M., Hashizume, D., Iwasaki, F., Takagi, N., Ishimura, K., Nagase, S.
    • Journal Title

      Journal of the American Chemical Society 127

      Pages: 5893-5901

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Asymmetric Cyclopropanation of 2,5-Dimethyl-2,4-hexadiene by Copper Catalyst Bearing New Bisoxazoline Ligand2005

    • Author(s)
      Itagaki, M., Masumoto, K., Yamamoto, Y.
    • Journal Title

      Journal of Organic Chemistry 70

      Pages: 3292-3295

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Evidence for a Transition State Model Compound of In-Plane Vinylic S_N2 Reaction2005

    • Author(s)
      Yamaguchi, T., Yamamoto, Y., Fujiwara, Y., Tanimoto, Y.
    • Journal Title

      Organic Letters 7

      Pages: 2739-2742

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Synthesis and Structure of 16 π Octaalkyltetraphenylporphyrins2005

    • Author(s)
      Yamamoto, Y., Yamamoto, A., Furuta, S.-y., Horie, M., Kodama, M., Sato, W., Akiba, K.-y., Tsuzuki, S., Uchimaru, T., Hashizume, D., Iwasaki, F.
    • Journal Title

      Journal of the American Chemical Society 127

      Pages: 14540-14541

    • Related Report
      2005 Annual Research Report
  • [Journal Article] Syntheses and Structures of Hypervalent Pentacoordinate Carbon and Boron Compounds Bearing an Anthracene Skeleton-Elucidation of Hyperavalent Interaction Based on X-ray Analysis and DFT Calculation2005

    • Author(s)
      Yamashita, M., Yamamoto, Y., Akiba, K.-y., Hashizume, D., Iwasaki, F., Takagi, N., Nagase.S.
    • Journal Title

      J.Am.Chem.Soc. 127

      Pages: 4354-4371

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Synthesis and Characterization of Stable Hypervalent Carbon Compounds (10-C-5) Bearing a 2,6-Bis(p-substituted phenyloxymethyl)benzene Ligand2005

    • Author(s)
      Akiba, K.-y., Moriyama, Y., Mizozoe, M., Inohara, H., Nishii, T., Yamamoto, Y., Minoura, M., Hashizume, D., Iwasaki, F., Tak
    • Journal Title

      J.Am.Chem.Soc. 127(印刷中)

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Asymmetric Cyclopropanation of 2,5-Dimethyl-2,4-hexadiene by Copper Catalyst Bearing New Bisoxazoline Ligand2005

    • Author(s)
      Itagaki, M., Hagiya, K., Kamitamari, M., Masumoto, K., Suenobu
    • Journal Title

      J.Org.Chem. 70(印刷中)

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Highly Efficient Chiral Copper Schiff-base Catalyst for Asymmetric Cyclopropanation of 2,5-Dimethyl-2,4-hexadiene2004

    • Author(s)
      Itagaki, M., Masumoto, K., Yamamoto, Y.
    • Journal Title

      Tetrahedron 60

      Pages: 7835-7843

    • Related Report
      2004 Annual Research Report
  • [Journal Article] Syntheses and Reactions of Hexavalent Organotellurium Compounds Bearing Five or Six Tellurium-Carbon Bonds2004

    • Author(s)
      Miyasato, M., Sagami, T., Minoura, M., Yamamoto, Y., Akiba, K.-y.
    • Journal Title

      Chem.Eur.J. 10

      Pages: 2590-2600

    • Related Report
      2004 Annual Research Report
  • [Journal Article] First Optically Active Selenurane Oxide : Resolution of C2-Symmetric 3,3,3',3'-Tetramethyl-1-1'-spirobi[3H,2,1]bepzoxaselepole Oxide2004

    • Author(s)
      Drabowicz, J., Luczak, J., Mikolajczyk, M., Yamamoto, Y., Matukawa, S., Akiba, K, -
    • Journal Title

      Chirality 16

      Pages: 598-601

    • Related Report
      2004 Annual Research Report
  • [Journal Article] 新規ポルフィリンの合成と構造2004

    • Author(s)
      山本 陽介
    • Journal Title

      化学工業 55巻

      Pages: 129-132

    • Related Report
      2004 Annual Research Report
  • [Publications] M.Yamashita, Y.Mita, Y.Yamamoto, K.-y.Akiba: "Synthesis of a New Potential Tridentate Anthracene Ligand Bearing Deprotectable Methoxymethoxy (OMOM) Group at 1,8-Positions ; Attempt to Synthesize Anionic Hypervalent Carbon Compounds"Chem.Eur.J. 9. 3655-3659 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] S.Matsukawa, Y.Yamamoto, K.-y.Akiba: "Reaction of the α-Benzylic Anion of Spiophosphoranes with N,α-Diphenylnitrone : Stereochemistry and Formation of Hexacoordinate Phosphate Bearing 1,2,5-Oxazaphospholidine Ring"Heterocycles. 59. 707-719 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] Z.H.Wang, C.M.Jensen, S.Matsukawa, Y.Yamamoto: "A Structure-activity Relationship for Pincer Palladium(II) Complexes - Influence of Ring-size of Metallacycles on the Activity in Allylic Alkylation"J.Organometal.Chem.. 681. 189-195 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.F.Eberhard, S.Matsukawa, Y.Yamamoto, C.M.Jensen: "Novel Unsymmetrical PCP' Pincer Ligands and Their Palladium(II) Complexes"J.Organometal.Chem.. 687. 185-189 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 山本陽介: "超原子価5配位炭素およびホウ素の合成"化学と工業. 56. 971-972 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] 山本陽介: "新規ポルフィリンの合成と構造"化学工業. 55. 129-132 (2003)

    • Related Report
      2003 Annual Research Report
  • [Publications] M.Yamashita, K.Kamura, Y.Yamamoto, K.-y.Akiba: "Synthesis of a Novel Potential Tridentate Anthracene Ligand, 1,8-Bis(dimethylamino)-9-bromoanthracene, and its Application as Chelate Ligand for Synthesis of the Corresponding Boron and Palladium Compounds"Chem. Eur. J. 8. 2976-2979 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Nakamoto, S.Kojima, S.Matsukawa, Y.Yamammoto, K.-y.Akiba: "Stereomutation and apicophilicity of diastereomeric spirophosphoranes (10-P-5)"J. Organometal. Chem. 643-644. 441-452 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] S.Matsukawa, S.Kojima, K.Kajiyama, Y.Yamamoto, K.-y.Akiba, S.Re, S.Nagase: "Characteristic Reactions and Properties of C-Apical O-Equatorial (O-cis) Spiropnosphonoranes : Effect of the σ^*P-O Orbital in the Eqnatorial Plane and Isolation of a Hexacoordinate Oxaphosphetane as an Intermediate of the Wittig Type Reaction of 10-P-5 Phosphoranes"J. Am. Chem. Soc. 124. 13154-13170 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Miyasato, M.Minoira, Y.Yamamoto, K.-y.Akiba: "Novel valence expansion reactions using KC_8 : a new route to hexavalent organotellurium compounds from divalent tellurium"Chem. Lett. 288-289 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] S.Matsukawa, K.Kajiyama, S.Kojima, S.-y.Furuta, Y.Yamamoto, K.-y.Akiba: "A New Method for Determining the Difference in Relative Apicophilicity of Carbon Substituents of 10-P-5 Phosphoranes : Disclosure of Solvent Effect on Apicophilicity and Novel Co-crystallization of Two Pseudorotamers in a Single Crystal"Angew. Chem. Int. Ed. 41. 4718-4722 (2002)

    • Related Report
      2002 Annual Research Report
  • [Publications] M.Yamashita, Y.Mita, Y.Yamamoto, K.-y.Akiba: "Synthesis of a New Potential Tridentate Anthracene Ligand Bearing Deprotectable Methoxymethoxy (OMOM) Group at 1,8-Positions ; Attempt to Synthesize Anionic Hypervalent Carbon Compounds"Chem. Eur. J. 9(in press). (2003)

    • Related Report
      2002 Annual Research Report

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Published: 2002-04-01   Modified: 2018-03-28  

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