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1996 Fiscal Year Final Research Report Summary

New Development of Electron Transfer in Co-ordination Compounds

Research Project

Project/Area Number 05235106
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Research InstitutionKyoto University

Principal Investigator

UTIMOTO Kiitiro  Kyoto University, Graduate School of Engineering, Professor, 工学研究科, 教授 (90025958)

Co-Investigator(Kenkyū-buntansha) HISAEDA Yoshio  Kyushu University, Faculty of Engineering, Professor, 工学部, 教授 (70150498)
TOKUDA Masao  Hokkaido University, Faculty of Engineering, Professor, 工学部, 教授 (80001296)
FUJISAWA Kiyoshi  Tokyo Institute of Technology, Research Laboratory of Resources Utilization, Ins, 資源化学研究所, 助手 (10251670)
AIZAWA Masuo  Tokyo Institute of Technology, Department of Bioengineering, Professor, 生命理工学部, 教授 (00016742)
Project Period (FY) 1993 – 1995
KeywordsELECTRON TRANSFER / STEREOSELECTIVE / DIMETALLIC REAGENT / ORGANOZINC COMPOUND / LEAD CATALYST / VITAMIN B_<12> / COORDINATION COMPOUND / BIOSENSING
Research Abstract

Investigators of this group extended the research on electron transfer processes in transition metal coordination compounds and combination of organic compounds and metal or low-valent metal salts. These research are fundamentally important in organic electrochemistry, electrobiochemistry, organic chemistry, biochemistry, and organic synthesis. In the period of this Scientific Research on Priority Areas of Organic Electrochemistry, the investigators of the group produced the followihg results.
1.Studies on Electron Transfer Process and Use of Generated Reactive Species : Electron transfer from metal to organic compounds in an elemental process in organic electrochemistry. Two reactions related to controlled electron transfer from metal to organic halides have been developed. One is stereocontrolled reaction containing enantioselective generation of chiral building block from 1,1-dihaloalkanes in the presence of chiral aldehydes. This novel process would provide new asymmetric synthesis … More of various organic compounds. Second one is selective electron transfer to dihalides from metal mediated or catalyzed by another metal. Diiodomethane reacted with pure zinc to give iodomethylzinc iodide in excellent yield ; formation of dimetallic species, bis (iodozincio) methane, could not be detected. In contrast to the reaction using pure zinc, treatment of diiodomethane with zinc containing catalytic amount of lead afforded bis (iodozincio) methane exclusively. Formation of bis (iodozincio) methane from iodomethylzinc iodide by treatment with zinc containing lead or a mixture of pure zinc and catalytic amount of PbCl_2 suggested that electron transfer to iodomethylzinc iodide was controlled by lead catalyst.
2.Construction of New Electron Transfer System : New electron transfer systems have been extensively studies in order to develop highly selective reactions using reactive species generated by selective electron transfer and diastereoselective transfer of organic moieties from coordination compounds to substrates. Some successful results were obtained using modified Vitamin B_<12>.
3.Electron Transfer Process in Biochemical Interaction : Electrochemical luminescence probing of biological activities have been extensively studied. DNA-interfacing antitumor and antiviral agents were characterized by using this process. Antibody recognition was also studied by applying the method. Less

  • Research Products

    (16 results)

All Other

All Publications (16 results)

  • [Publications] MATSUBARA,S.;YOSHIOKA,M.;UTIMOTO,K.: "Samarium-Mediated Highly Stereoselective Reaction of 1,1-Dihaloalkanes with Aldehydes.Generation of Chiral α-Iodoalkyl Building Block from Achiral 1,1-Diiodoethane" Angew.Chem.Intern.Ed.Engl.37. (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] UTIMOTO,K.;TAKAI,T.;MATSUI,T.;MATSUBARA,S.: "Ethyl d-Diiodosamario-β-oxobutanoates,Generation by the Reaction of Ethyl Bromoacetate with Samarium Diiodide and Synthetic Applications" Bull.Soc.Chim.Fr.(1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] OHNO,T.;OGAWA,A.;HISAEDA,Y.;MURAKAMI,Y.: "Isomerization of an Axail Ligand Coordinated to Hydrophobic Vitamin B_<12> as Effected by Cyanide Ion and Microenvironment" Tetrahedron Lett.35. 9589-9592 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] TOKUDA,M.;KURONO,N.;MIMURA,N.: "New Electrochemical Preparation of Reactive Zinc with Large Surface Area" Chem.Lett.1091-1092 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] OSAWA,M.;TANAKA,M.;FUJISAWA,K.;KITAJIMA,N.;MORO-OKA,Y.: "A Monomeric Zinc Complex Ligated by an Unsymmetric Hydrotris(Pyrazolyl)borate Containg an OH Group" Chem.Lett.397-398 (1996)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] AIZAWA,M.: "Electrochemically Gnerated Luminescence of Luminol and Its Application for Biosensing" Proceedings of 2nd International Symposium on Electroorganic Synthesis,Kurashiki. 419-424 (1994)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] MATSUBARA,S. ; YOSHIOKA,M, ; UTIMOTO,K.: "Samarium-Mediated Highly Stereoselective Reaction of 1,1-Dihaloalkanes with Aldehydes. Generation of Chiral alpha-Iodoalkyl Building Block from Achiral 1,1-Diiodoethane" Angew.Chem.Intern.Ed.Engl.37. 0000 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] UTIMOTO,K. ; TAKAI,T. ; MATSUI,T. ; MATSUBARA,S.: "Ethyl d-Diiodosamario-beta-oxobutanoates, Generation by the Reaction of Ethyl Bromoacetate with Samarium Diiodide and Synthetic Applications" Bull.Soc.Chem.Fr.0000 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] MATSUBARA,S. ; HORIUCHI,M. ; TAKAI,K. ; UTIMOTO,K.: "Alkylidenation of Ketones by gem-Dibromoalkane, SmI_2, and Sm in the Presence of Catalytic Amount of CrCl_3" Chem.Lett.259 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] OHNO,T. ; OGAWA,A. ; HISAEDA,Y. ; MURAKAMI,Y.: "Isomerization of an Axial Ligand Coordinated by Hydrophobic Vitamin B_<12> as Effected by Cyanide Ion and Microenvironment" Tetrahedron Lett.35. 9589 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] TOKUDA,M. ; KURONO,N. ; MIMURA,N.: "New Electrochemical Preparation of Reactive Zinc with a Large Surface Area" Chem.Lett.1091 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] TOKUDA,M. ; KABUKI,T. ; KATOH,Y. ; SUGINOME,H.: "Regioselective Synthesis of beta, gamma-Unsaturated Acids by the Electrochemical Carboxylation of Allylic Bromides Using a Reactive-metal Anode" Tetrahedron Lett.36. 3345 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] TOKUDA,M. ; KABUKI,T. ; YOSHIKAWA,M. ; TOKUHASHI,T. ; MIYAZAWA,M, ; ORITO,K. ; SUGINOME,H.: "Syntesis of Unsaturated Lactones Utilizing Electrochemical Carboxtlation" Proceedings of 2nd International Symposium on Electroorganic Synthesis, Kurashiki. 257 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] OSAWA,M. ; TANAKA,M. ; FUJISAWA,K. ; KITAJIMA,N. ; MORO-OKA,Y.: "A Monomeric Zinc Complex Ligated by an Unsymmetric Hydrotris (pyrazolyl) borate Containing an OH Group" Chem.Lett. 397 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] FUJISAWA,K. ; TANAKA,M. ; MORO-OKA,Y. ; KITAJIMA,N.: "A Monomeric Side-On Superoxocopper (II) Complex : Cu (O_2) (HB (3-tBu-5-iPrpz)_3)" J.Am.Chem.Soc.116. 12079 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] AIZAWA,M.: "Electrochemically Generated Luminescence of Luminol and Its Application for Biosensing" Proceedings of 2nd International Symposium on Electroorganic Synthesis, Kurashiki. 419 (1994)

    • Description
      「研究成果報告書概要(欧文)」より

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Published: 1999-03-09  

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