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Systematization of optical resolution and development of new chiral materials

Research Project

Project/Area Number 08455411
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field 有機工業化学
Research InstitutionSaitama University

Principal Investigator

NOHIRA Hiroyuki  Saitama Univ., Faculty of Engineering, Professor, 工学部, 教授 (50008819)

Co-Investigator(Kenkyū-buntansha) AOKI Yoshio  Saitama Univ., Faculty of Engineering, Research associate, 工学部, 助手 (00251140)
Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥5,300,000 (Direct Cost: ¥5,300,000)
Fiscal Year 1997: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 1996: ¥3,700,000 (Direct Cost: ¥3,700,000)
Keywordsoptical resolution / chiral compound / resolving agent / crystallization method / resolving efficiency / medicine / perfume / liquid crystal / キラル / X線構造解析 / キラルスルホン酸 / キラルホスホン酸 / 反強誘電性液晶
Research Abstract

We have mainly studied on optical resolutions with crystallization method. Sclareolide was resolved by erythro-2-amino-1,2-diphenylethanol, and a natural type of Ambrox was synthesized from the optically active Sclareolide. gamma-Nonyllactone which was a chief ingredient of coconut flavor was resolved by 1-naphtylethylamine. 3-Hydroxy-4-butanolide which was useful for synthesis of medicinal compounds was resolved, and some optically active compounds having a five-membered ring structure were derived from it.
New chiral amines and aminoalchols having a condensed-ring structure, namely 1-aminoindane and 1-amino-2-hydroxy-1,2,3,4-tetrahydronaphtalene were synthesized and resolved. Many kind of carboxylic acids were resolved by the optically active amines and aminoalchols, and a relationship between molecular structure of resolving agents and their resolving ability was discussed.
Using optically active cyanohydrins resolved by trans-2-benzamidocyclohexane carboxylic acid, some ferroelectric liquid crystals were synthesized, and their ferroelectricities were evaluated.
Optically active chroman-2-carboxylic acid derivatives were synthesized, and their absolute configurations were determined by the circular dichromism. Some chiral nematic materials were synthesized using chroman-2-carboxylic acid, and their helical twisting powers were evaluated.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (13 results)

All Other

All Publications (13 results)

  • [Publications] H.Liu: "SYNTHESIS OF SEMI-PERFLUORINATED FLCs AND THE EFFECT OF FLUORINATION EXTENT ON MESOMORPHIC PROPERTIES" Molecular Crystals and Liquid Crystals. 302. 247-252 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Aoki: "A novel ferroelictric liquid crystal having a trifluoromethyl group at the chiral centre" Liquid Crystals. 23. 87-92 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Nagashima: "The synthesis and mesomorphic properties of ferroelectric liquid crystals with a fluorinated asymmetric frame" Liquid Crystals. 23. 537-546 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Miyashita: "Synthesis and Diastereoselective Structural Change of Photochromic Transition Metal Complex,(76-Spirobenzopyran)(tricarbonyl)chromium" Chemistry Letters. 965-966 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H.Liu: "SYNTHESIS OF SEMI-PERFLUORINATED FLSs AND THE EFFECT OF FLUORINATION EXTENT ON MESOMORPHIC PROPERTIES" Molecular Crystals and Liquid Crystals. 302. 247-252 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Aoki: "A novel ferroelectric liquid crystal having a trifluoromethyl group at the chiral center" Liquid Crystals. 23. 87-92 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] Y.Nagashima: "The synthesis and mesomorphic properties of ferroelectric liquid crystals with a fluorinated asymmetric frame" Liquid Crystals. 23. 537-546 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Miyashita: "Synthesis and Diastereoselective Structural Change of a Photochromic Transition Metal Complex, (eta6-Spirobenzopyran) (tricarbonyl) chromium" Chemistry Letters. 965-966 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] H. Liu: "SYNTHESIS OF SHMI‐PERFLUORINATED FLCs AND THE EFFECT OF FLUORINATION EXTENT ON MESOMORPHIC PROPERTIES" Molecular Crystals and Liquid Crystals. 302. 247-252 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Y. Aoki: "A novel ferroelectric liquid crystal having a trifluoromethyl group at the chiral centre" Liquid Crystals. 23. 87-92 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Y. Nagashima: "The synthesis and mesomorphic properties of ferroelectric liquid crystals with a fluorinated asymmetric frame" Liquid Crystals. 23. 537-546 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] A. Miyashita: "Synthesis and Diastereoselective Structural Change of a Photochromic Transition Metal Complex, (η6-Spirobenzopyran)(tricarbonyl)chromium" Chemistry Letters. 965-966 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] Aoki Y.: "Novel antiferroelectric liquid crystals with a trifluoromethyl group at the chiral center" Ferroelectrics. 178. 213-220 (1996)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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