Quantitative Evaluation of Bond and Interaction Energy and Construction of New Main Group Element Compounds

• Project/Area Number: 17350021
• Research Category: Grant-in-Aid for Scientific Research (B)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Organic chemistry
• Research Institution: Hiroshima 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): 2005 – 2006
• Project Status: Completed (Fiscal Year 2006)
• Budget Amount: ¥14,900,000 (Direct Cost: ¥14,900,000); Fiscal Year 2006: ¥5,700,000 (Direct Cost: ¥5,700,000); Fiscal Year 2005: ¥9,200,000 (Direct Cost: ¥9,200,000)
• Keywords: Bond Energy / Pyrimidine / Hypervalent / 総合エネルギー / 座配位子 / 典型元素 / 結合解離エネルギー / 3座配位子 / 計算

Research Abstract

After many attempts, novel 4-t-butyl-2,6-dipyrimidy1-1-bromobenzene was successfully synthesized by the reaction of 4-t-butyl-2,6-diiodo-1-bromobenzene with 2-sytannylpyrimidine in the presence of Pd catalyst. Since the yield is very low, the synthetic procedures should be revised in near future. With the target precursor, 4-t-butyl-2,6-dipyrimidy1-1-bromobenzene, in hand, Pd and Pt were introduced as central atoms. The structures were characterized by X-ray analysis, and the Pd (or Pt)-N (Pyrimidine) was found to be strong on the basis of the fact that the coalescence of NMR signals was not observed up to high temperatures.

Research Products

• [Journal Article] Synthesis and Characterization of Hexacoordinate Cobalt(III) Complexes Bearing Three C,O-bidentate Ligands (2007)
  • Author(s): H.Yamada, S.Matsukawa, Y.Yamamoto
  • Journal Title: J. Organometal. Chem. 692 Pages: 271-277
  • Description: 「研究成果報告書概要(和文)」より
• [Journal Article] Syntheses, Crystal and Solution Structure, Ligand Exchange, and Ligand Coupling Reactions of Mixed Pentaarylantimony Compounds (2007)
  • Author(s): G.Schroeder, T.Okinaka, Y.Miura, M.Watanabe, T.Matsuzaki, A.Hasuoka, Y.Yamamoto, S.Matsukawa, K.-y.Akiba
  • Journal Title: Chem. Eur. J. 13 Pages: 2517-2529
  • Description: 「研究成果報告書概要(和文)」より
• [Journal Article] Synthesis and Application of a Bidentate Ligand based on Decefluoro-3-phenyl-3-pentanol : Steric Effect of Pentafluoroethyl Groups on the Stereomutation of O-Equatorial C-Apical Spirophosphoranes (2007)
  • Author(s): X.Jiang, K.Kakuda, S.Matsukawa, H.Yamamichi, S.Kojima, Y.Yamamoto
  • Journal Title: Chem. Asian. J. 2 Pages: 314-323
  • Description: 「研究成果報告書概要(和文)」より
• [Journal Article] Synthesis and Characterization of Hexacoordinate Cobalt(III) Complexes Bearing Three C, O-bidentate Ligands (2007)
  • Author(s): H.Yamada, S.Matsukawa, Y.Yamamoto
  • Journal Title: J. Organometal. Chem. 692 Pages: 271-277
  • Description: 「研究成果報告書概要(欧文)」より
• [Journal Article] Synthesis and Application of a Bidentate Ligand based on Decefluoro-3-phenyl-3-pentanol : Steric Effect of Pentafluoroethyl Groups on the Stereomutation of O-Equatorial C-Apical Spirophosphoranes (2007)
  • Author(s): X.Jiang, K.Kakuda, S.Matsukawa, H.Yamamichi, S.Kojima, Y.Yamamoto
  • Journal Title: Chem. Asian. J 2 Pages: 314-323
  • Description: 「研究成果報告書概要(欧文)」より
• [Journal Article] Experimental Determination of nN→σ*p-o Interaction Energy of O-Equatorial C-Apical Phosphoranes Bearing a Primary Amino Group (2007)
  • Author(s): T.Adachi, S.Matsukawa, M.Nakamoto, K.Kajiyama, S.Kojima, Y.Yamamoto, K.-y.Akiba, S.Re, S.Nagase
  • Journal Title: Inorg. Chem 45 Pages: 7269-7277
  • Description: 「研究成果報告書概要(欧文)」より
• [Journal Article] Synthesis and Characterization of Hexacoordinate Cobalt(III)Complexes Bearing Three C,O-bidentate Ligands, (2007)
  • Author(s): H.Yamada, S.Matsukawa, Y.Yamamoto
  • Journal Title: J.Organometal.Chem. 692 Pages: 271-277
• [Journal Article] Syntheses,Crystal and Solution Structure,Ligand Exchange, and Ligand Coupling Reactions of Mixed Pentaarylantimony Compounds, (2007)
  • Author(s): G.Schoroder, T.Oinaka, Y.Miura, M.Watanabe, T.Matsuzaki, A.Hasuoka, Y.Yamamoto, S.Matsukawa, K.-y.Akida
  • Journal Title: Chem.Eur.J., 13 Pages: 2517-2529
• [Journal Article] Synthesis and Application of a Bidentate Ligand based on Decefluoro-3-phenyl-3-pentanol : Steric Effect of Petafluoroethyl Groups on the Stereomutation of O-Eqatorial C-Apical Spirophosphoranes (2007)
  • Author(s): X.Jiang,, S.Matsukawa, Y.Yamamoto
  • Journal Title: Chem.Asian.J. 2 Pages: 314-323
• [Journal Article] Experimental Determination of nN→σ^*p-o Interaction Energy of O-Equatorial C-Apical Phosphoranes Bearing a Primary Amino Group (2006)
  • Author(s): T Adachi, S.Matsukawa, M.Nakamoto, K.Kajiyama, S.Kojima, Y.Yamamoto, K.-y.Akiba, S.Re, S.Nagase
  • Journal Title: Inorg. Chem. 45 Pages: 7269-7277
  • Description: 「研究成果報告書概要(和文)」より
• [Journal Article] Anionic 1,4-Silyl Migration in (2-Trimethylsilylpenyl)phosphonium Methylides (2006)
  • Author(s): A.Kawachi, T.Yoshioka, Y.Yamamoto
  • Journal Title: Organometallics 25 Pages: 2390-2393
  • Description: 「研究成果報告書概要(和文)」より
• [Journal Article] Application of A Chiral Copper-1,1-Bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane Catalyst for Asymmetric Cyclopropanation of Styrene (2006)
  • Author(s): M.Itagaki, Y.Yamamoto
  • Journal Title: Tetrahedron Lett. 47 Pages: 523-525
  • Description: 「研究成果報告書概要(和文)」より
• [Journal Article] Anionic 1,4-Sily1 Migration in (2-Trimethylsilylpheny1)phosphonium Methylides (2006)
  • Author(s): A.Kawachi, T.Yoshioka, Y.Yamamoto
  • Journal Title: Organometallics 25 Pages: 2390-2393
  • Description: 「研究成果報告書概要(欧文)」より
• [Journal Article] Application of A Chiral Copper-1,1-Bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane Catalyst for Asymmetric Cyclopropanation of Styrene (2006)
  • Author(s): M.Itagaki, Y.Yamamoto
  • Journal Title: Tetrahedron Lett 47 Pages: 523-525
  • Description: 「研究成果報告書概要(欧文)」より
• [Journal Article] Experimental Determination of nn→σ^*p・o Interaction Energy of O-Equatorial O-Apical Phosphoranes Bearing a Primary Amino Group, (2006)
  • Author(s): T.Adachi, S.Matsukawa, M.Nakamoto, K.Kajiyama, S.Kojima, Y.Yamamoto, K.-y.Akida, S.Re, S.Nagase
  • Journal Title: Inorg.Chem, 45 Pages: 7269-7277
• [Journal Article] Anionic 1,4-Silyl Migration in (2-Trimenthylsilylphenyl)phosphonium Methylides (2006)
  • Author(s): A.Kawachi, T.Yoshioka, Y.Yamamoto
  • Journal Title: Organometallics, 25 Pages: 2390-2393
• [Journal Article] Application of Chiral Copper-1,1-Bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane Catalyst for Asymmetric Cyclopropanation of Styrene, (2006)
  • Author(s): M.Itagaki, Y.Yamamoto
  • Journal Title: Tetrahedron Lett. 47 Pages: 523-525
• [Journal Article] Application of A Chiral Copper-1,1-Bis{2-[(4S)-tert-butyloxazolinyl]}cyclopropane Catalyst for Asymmetric Cyclopropanation of Styrene (2006)
  • Author(s): Itagaki, M.; Yamamoto, Y.
  • Journal Title: Tetrahedron Letters 47 Pages: 523-525
• [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: Journal of the American Chemical Society 127 Pages: 4354-4371
• [Journal Article] Synthesis and Characterization of Stable Hypervalent Carbon Compounds (10-C-5) Bearing a 2,6-Bis(p-substituted phenyloxymethyl)benzene Ligand (2005)
  • 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
• [Journal Article] Asymmetric Cyclopropanation of 2,5-Dimethyl-2,4-hexadiene by Copper Catalyst Bearing New Bisoxazoline Ligand (2005)
  • Author(s): Itagaki, M.; Masumoto, K.; Yamamoto, Y.
  • Journal Title: Journal of Organic Chemistry 70 Pages: 3292-3295
• [Journal Article] Evidence for a Transition State Model Compound of In-Plane Vinylic S_N2 Reaction (2005)
  • Author(s): Yamaguchi, T.; Yamamoto, Y.; Fujiwara, Y.; Tanimoto, Y.
  • Journal Title: Organic Letters 7 Pages: 2739-2742
• [Journal Article] Synthesis and Structure of 16 π Octaalkyltetraphenylporphyrins (2005)
  • 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