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Development of a new method for choromatographic resolution by use of a clay

Research Project

Project/Area Number 03554024
Research Category

Grant-in-Aid for Developmental Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 無機・錯塩・放射化学
Research InstitutionHokkaido University

Principal Investigator

YAMAGISHI Akihiko  Hokkaido University, Professor, 理学部, 教授 (70001865)

Co-Investigator(Kenkyū-buntansha) OHTSU Yutaka  Shiseido Ind.Co., Head Researcher, 基礎科学研究所, 主任研究員
MATUSITA Nobuyuki  Tokyo University, Research Associate, 教養学部, 助手 (80219427)
Project Period (FY) 1991 – 1992
Project Status Completed (Fiscal Year 1992)
Budget Amount *help
¥5,200,000 (Direct Cost: ¥5,200,000)
Fiscal Year 1992: ¥1,800,000 (Direct Cost: ¥1,800,000)
Fiscal Year 1991: ¥3,400,000 (Direct Cost: ¥3,400,000)
Keywordsclay / optical resolution / amino acids / chromatography / metal chelate / モンテ・カルロ法
Research Abstract

In the present project, we have attempted to develop a new chromatographic method for the quantitative separation of an optical isomer using a clay-chelate adduct as a packing material.
Firstly Yamagishi and Matsushita tried to widen the scope of applicability of a modified clay column for optical resolution. For that purpose, several kinds of optically active metal complexes were applied as a clay modifier such as [Ru(bpy)3]2+ (bpy = 2,2'-bipyridyl) and [Co(phen)3]2+ (pahen = 1,10-phenanthroline). As a result, a clay modified with optically active [Ru(bpy)3]2+ proved to resolve a number of organic compounds. Interestingly enough, the column exhibited different selectivity from the column modified with Ru(phen)3 2+. The column modified with Co(phen)3 2+ did not show any significant separation capability towardsan optically active organic compounds. This may be probably because the chelate posseses three negative charges (+3e) so that the surface density of the adsorbed chelate is too lo … More w to recognize the chility of an approaching molecule. In other words, the results suggest that the resolution is achieved under the cooperative interactions among more than two adsorbed chelates.
Secondly Ohtsu has atempted to increase the amount of resolved material from the qualitative scale to the quantitative on. He developed a colum with a size of 60mm(i.d.) x 250 mm and succeeded in resolving 1 - 2 g of a compound such as Ru(acac)3 by one separation procedure. [Ru(acac)3] has been attracting a recent attention as a material for non-linear optics.
Thirdly Yamagishi and Matsusita resolved amino acids and dipeptide. As a result, the column packed with a clay (synthetic hectorite) modified with optically active [Ru(phen)3]2+ has proved to resolve many kinds of amino acid esters modified with the 2,5-dinitrobenzoyl group. Moreover the column exhibited high resolution efficiency towards alanyl ala-nine ester modified with the same group. The resolution mechanisms were studied with NMR spectroscopy in acetonitrile.
Lastly Yamagishi has performed the theoretical investigations on the adsorption of a metal complex by a clay by use of Monte Carlo simulation. As a result, it has been revealed that the silicate sheet of a clay has a dominant role in establishing the chirality recognition by a clay modified with an optically active metal complex. Less

Report

(3 results)
  • 1992 Annual Research Report   Final Research Report Summary
  • 1991 Annual Research Report
  • Research Products

    (25 results)

All Other

All Publications (25 results)

  • [Publications] K,KITAZAWA: "Tetruhedral guest in a tetrahedral carity:Neopentare encaged in a three-dimensional CdCN framawvls" J.Chem.Sor Chem.Comm.(5). 413-415 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Y.UMEMURA: "Zormation of Artificially controlled Zr-Hf marolayers on a solil surface" J.Chem.Sor.Chem.(1). 67-68 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.SATO: "Theoretical studies on the interactions between a metal complex and a clay" Clay Sciance. 8. 147-168 (1991)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] A.YAMAGISHI: "Separation of Isomers of Co(III) complexes by liquisl Chromatography" Clay & Clay Minerals. 40. 351-361 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.SATO: "Theoretical study on the interactions between a metal chelrte and a Clay" J.Phys.Chem. 96. 9377-9382 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H SATO: "Nonte carlo Sinnlatios for the interactions of netal Complexes mrth the Silicate sheets of a clay" J.Am. Chem.Sor.114. 10933-10940 (1992)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] T.Kitazawa, S.Nishikiori, A.Yamagishi, R.Kuroda, T.Iwamoto.: "Tetrahedral Guest in a Tetrahedral Cavity : a Neopentane Molecule Encaged in a Three-dimensional Cadmium Cyanide Framework." J.Chem.Soc., Chem.Commun.Issue 5. 413-415 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] Y.Umemura, K.Tanaka, A.Yamagishi.: "Formation of Artificially Controlled Zirconium-Hafuium Multilayers on a Solid Surfase by Use of Metal-Ligand Bonds." J.Chem.Soc., Chem.Commun. Issue 1. 67-68 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.Sato, A.Yamagishi, S.Kato.: "THEORETICAL STUDIES ON THE INTERACTIONS BETWEEN A METAL COMPLEX AND A CLAY." Clay Science.8. 147-168 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] A.Yamagishi, H.Makino, Y.Nakamura, H.Sato.: "SEPARATION OF ISOMERS OF COBALT(I I I)COMPLEXES BY LIQUID CHROMATOGRAPHY ON A COLUMN PACKED WITH A CLAY-RUTHENIUM(I I)COMPLEX ADDUCT." Clays and Clay Minerals. Vol.40, No.3. 359-361 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.Sato, A.Yamagishi, S.Kato.: "Theoretical Study on the Interacions between a Metal Chelate and a Clay : Monte Carlo Simulation.s" The Journal of Physical Chemistry.Vol.96, No.23. 9377-9382 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.Sato, A.Yamagishi, S.Kato.: "Theoretical Studies on Racemic Adsorption of Tris(1,10-phenanthroline)metal(I I)by a Clay : Monte Carlo Simulations." The Journal of Physical Chemistry.Vol.96, No.23. 9382-9387 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] H.Sato, A.Yamagishi, S.Kato.: "Monte Carlo Simulations for the Interactions of Metal Complexes with the Silicate Sheets of a Clay : Comparison of Binding States between Tris(1,10-phenanthroline)metal(I I)and Tris(2,2'-bipyridyl)metal(I I)Chelates." J.Am.Chem.Soc.Vol.114, No.27. 10933-10940 (1992)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1992 Final Research Report Summary
  • [Publications] K.Kitazawa: "Tetechediil guest in a tethahehla caity Nepoertare encaged in a three-dimensional Ca CN framirrls" J.Ehem.Sor Chem. Comm.(5). 413-415 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] Y.Umemura: "Jornition of Artificirlly controlled Zr-Hfmanolaters on a solid surgace" J. Chem Sor. cham. (1). 67-68 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H. Sato: "Theoretical studies in the interations betueen a mctal conplex and a cley" Clay Sciarce. 8. 147-168 (1991)

    • Related Report
      1992 Annual Research Report
  • [Publications] A. Yamagishi: "Seperation of tlsomers of Co(III)conplexes by ligwi chronatogrehy" Cliy & Clay Minrals. 40. 351-361 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H. sato: "Theoretical study on the interactions between a metal chelrte and a clay" J. Phys. Chem. 96. 9377-9382 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H. Sato: "Monte carlo Simulations for the interactions of netal complexes with the silicato shiits of a clay" J.Am Chem Sor. 114. 10933-10940 (1992)

    • Related Report
      1992 Annual Research Report
  • [Publications] H.Sato,A.Yamagishi and S.Kato: "Theoretical studies on the interactions between a metal complex and a clay" Clay Science. 8. 147-168 (1991)

    • Related Report
      1991 Annual Research Report
  • [Publications] Y.Umemura,K.Tanaka and A.Yamagishi: "Formation of artifically controlled zirconium-hafnium multilayers on a solid surface by use of metal-ligand bonds" J.Chem.Soc.Chemical Communications. 67-68 (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] T.Kitazawa,S.Nishikiori,A.Yamagishi,R.Kuroda and T.Iwamoto: "Tetrahedral guest in a tetrahedral carity ; a neopentane encaged in a 3-dimensional Cd cyanide framework" J.Chem.Soc.Chemical Communication. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] H.Makino,Y.Nakamura,H.Sato and A.Yamagishi: "Separation of isomers of Co(III) Complexes by liquid chromatography on a packed with a clay-Ru(II) complex addwt" Clays and Clay Minerals. 40. (1992)

    • Related Report
      1991 Annual Research Report
  • [Publications] H.Sato,A.Yamagishi and S.Kato: "A theoretical study on the interactions between a metal chelate and a clay : Monte Carlo Simulations" J.Phyo.Chem.

    • Related Report
      1991 Annual Research Report
  • [Publications] M.Kaneyoshi,T.Iwamoto,A.Yamagishi and A.Aramata: "Clays and Clay Minerals" Adsorption and spectroscopic studies on the interactions of Co(III) cbelates with clays,

    • Related Report
      1991 Annual Research Report

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Published: 1991-04-01   Modified: 2016-04-21  

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