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MEASUREMENT OF OPTICAL ROTATORY POWER OF CRYSTALS

Research Project

Project/Area Number 11304051
Research Category

Grant-in-Aid for Scientific Research (A)

Allocation TypeSingle-year Grants
Section一般
Research Field 機能・物性・材料
Research InstitutionEHIME UNIVERSITY

Principal Investigator

KOSHIMA Hideko  EHIME UNIVERSITY, FACULTY OF ENGINEERING, ASSOCIATE PROFESSOR, 工学部, 助教授 (20304644)

Project Period (FY) 1999 – 2001
Project Status Completed (Fiscal Year 2001)
Budget Amount *help
¥34,700,000 (Direct Cost: ¥34,100,000、Indirect Cost: ¥600,000)
Fiscal Year 2001: ¥2,600,000 (Direct Cost: ¥2,000,000、Indirect Cost: ¥600,000)
Fiscal Year 2000: ¥13,300,000 (Direct Cost: ¥13,300,000)
Fiscal Year 1999: ¥18,800,000 (Direct Cost: ¥18,800,000)
KeywordsOPTICAL ACTIVITY / OPTICAL ROTATORY POWER / CHIRAL CRYSTALS / CHIRAL COCRYSTALS / ACHIRAL MOLECULES / CHlRAL CRYSTALLIZATION / HELIX / ENAMIOCONTROL / キラリティー / エナンチオマー / 結晶施光能
Research Abstract

Optical activity properties of numbers of chiral compounds have been measured in solution phase. In contrast, optical activity data in crystalline state have been scarce, because the measurement is very difficult due to the larger birefringence of crystal by 10^3 fold than optical rotatory power. In our study of preparation of chiral cocrystals from different achiral molecules and absolute asymmetric synthesis by solid state reaction of the cocrystals, we would like to measure optical activity properties of chiral crystals. Herein we introduced a special polarimeter for crystals HAUP (High Accuracy Universal Polarimeter), which is the first commercially available apparatus. We successfully measured the optical rotatory power of chiral cocrystal from tryptamine and 4-chlorobenzoic acid which we prepared. Because organic crystals are soft, sample preparation by polish is not easy. The problem for the sample processing should be resolved in future.
Further research is now continued in order to develop solid state chiral chemistry, as Grant-in-aid for Scientific Research (B)(2), "Circular Dichroims of Chiral Crystals" in 2002-2003.

Report

(4 results)
  • 2001 Annual Research Report   Final Research Report Summary
  • 2000 Annual Research Report
  • 1999 Annual Research Report
  • Research Products

    (30 results)

All Other

All Publications (30 results)

  • [Publications] H.Koshima, S.Honke, J.Fujita: "Generation of Chirality in Two-Component Molecular Crystals of Tryptamine and Achiral Carboxylic Acids"J. Org. Chem.. 64. 3916-3921 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, E.Hayashi, T.Matsuura: "Preparation and Structure of Chiral Two-component Molecular Crystals from 3-3(3-Inodolyl)propanoic Acid and Aza Aromatic Compounds"Supramol. Chem.. 11. 57-66 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, S.Honke, M.Miyauchi: "Enantiomorphous Control in Chiral Crystallization of Achiral Molecules by Pseudo-Seeding"Enantiomer. 5. 125-128 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, D.Matsushige, M.Miyauchi: "Enantiospecific Single Crystal-to-single Crystal Photocyclization of 2,5-Diisopropyl-4'-carboxybenzophenone in the Salt Crystals"CrystEngComm. 33. 1-3 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, M.Miyauchi: "Polymorphs of a Co-crystal with Achiral and Chiral Structures Prepared by Pseudo-seeding: Tryptamine/Hydrocinnamic Acid"Cryst. Growth Des.. 1. 355-357 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, M.Hamada, I.Yagi, K.Uosaki: "Synthesis, Structure and SHG and Noncentrosymmetric Salt Crystals of 2-Amino-5-nitropyridine with Achiral Benzenesulfonic Acids"Cryst. Growth Des.. 1. 467-471 (2001)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima: "Organic Solid State Reactions"Kluwer Academic Publishers. 275 (2002)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, S.Honke and J.Fujita: "Generation of Chirality in Two-Component Molecular Crystals of Tryptamine and Achiral Carboxylic Acids"J.Org.Chem.. 64. 3916-3921 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, E.Hayashi and T.Matsuura: "Preparation and Structure of Chiral Two-component Molecular Crystals from 3-3(3-Indolyl)propanoic Acid and Aza Aromatic Compounds"Supramol.Chem.. 11. 57-66 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, S.Honke and M.Miyauchi: "Enantiomorphous Control in Chiral Crystallization of Achiral Molecules by Pseudo-Seeding"Enantiomer. 5. 125-128 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, D.Matsushige and M.Miyauchi: "Enantiospecific Single Crystal to single Crystal Photocyclization of 2,5-Diisopropyl-4'-carboxybenzophenone in the Salt Crystals with (S)-and (R)-Phenylethylamine"Cryst Eng Comm. 33. 1-3 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima and M.Miyauchi: "Polymorphs of a Co-crystal with Achiral and Chiral Structures Prepared by Pseudo-seeding : Tryptamine/Hydrocinnamic Acid"Cryst.Growth Des.. 1. 355-357 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, M.Hamada, I.Yagi and K.Uosaki: "Synthesis, Structure and Second-harmonic Generation of Chiral and Noncentrosymmetric Salt Crystals of 2-Amino-5-nitropyridine with Achiral Benzenesulfonic Acids"Cryst.Growth Des.. 1. 467-471 (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima: "Solid State Bimolecular Photoreactions in Two-component Molecular Crystals, in Organic Solid State Reactions"Kluwer Academic Publishers. 189-268 (2002)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2001 Final Research Report Summary
  • [Publications] H.Koshima, M.Miyauchi: "Polymorphs of a Co-crystal with Achiral and Chiral Structures Prepared by Pseudo-seeding : Tryptamine/Hydrocinnamic Acid"Cryst. Growth Des.. 1. 355-357 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Koshima: "Solid State Bimolecular Photoreaction in a Simple Polycrystalline Mixture of Acridine and Carbazole"Mol. Cryst. Liq. Cryst.. 356. 483-486 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Koshima, D.Matsushige, M.Miyauchi: "Enantiospecific Single Crystal-to-single Crystal Photocyclization of 2, 5-Diisopropyl-4'-carboxybenzophenone in the Salt Crystals with (S)-and (R)-Phenylethylamine"CrystEngComm. 33. 1-3 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Koshima, H.Hamada, I.Yagi, K.Uosaki: "Synthesis, Structure and Second-harmonic Generation of Chiral and Noncentrosymmetric Salt Crystals of 2-Amino-5-nitropyridine with Achiral Benzenesulfonic Acids"Cryst. Growth Des.. 1. 467-471 (2001)

    • Related Report
      2001 Annual Research Report
  • [Publications] H.Koshima,S.Honke and M.Miyauchi: "Enantiomorphous Control in Chiral Crystallization of Achiral Molecules by Pseudo-Seeding"Enantiomer. 5. 125-128 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Koshima,D.Matsushige,M.Miyauchi,and J.Fujita: "Solid State Photoreaction in Two-Component Molecular Crystals of Thienylacetic Acids and Aza Aromatic Compounds"Tetrahedron. 56. 6845-6852 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Koshima: "Generation of Chirality in Two-component Molecular Crystals from Achiral Molecules"Journal of Molecular Structure. 552. 111-116 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Koshima,J.Meng,Z.Wen and T.Matsuura: "A Two-Component Molecular Crystal Composed of Phenylurea and Thiourea"Molecular Crystals and Liquid Crystals. 356. 487-486 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Koshima,S.Honke and M.Miyauchi: "Preparation of Helical-type Crystals from Tryptamine and Achiral Carboxylic Acids and Their Enantiomorphous Control by Pseudo-seeding"Molecular Crystals and Liquid Crystals. 356. 497-502 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Koshima,M.Miyauchi,M.Shiro: "Helicity Control in the Preparation of Chiral Co-crystals from Tryptamine and Achiral Carboxylic Acids by Pseudo-seeding"Supramolecular Chemistry. 13. 137-142 (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Koshima and S.Honke: "Chiral Bimolecular Crystallization of Tryptamine and Achiral Carboxylic Acids"Journal of Organic Chemistry. 64. 790-793 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Koshima,S.Honke and J.Fujita: "Generation of Chirality in Two-Component Molecular Crystals of Tryptamine and Achiral Carboxylic Acids"Journal of Organic Chemistry. 64. 3916-3921 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Koshima,E.Hayashi and T.Matsuura: "Preparation and Structure of Chiral Two-component Molecular Crystals from 3-(3-Indolyl)propanoic Acid and Aza Aromatic Compound"Supramolecular Chemistry. 11. 57-66 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Koshima,M.Hamada,D.Matsushige,M.Miyauchi and T.Matsuura: "Photoreaction in Two-component Molecular Crystals of α-Hydroxycarboxylic and Aza Aromatic Compounds"Journal of Photochemistry and Photobiology,A:Chemistry. 129. 121-128 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Koshima,S.Honke and M.Miyauchi: "Enantiomorphous Control in Chiral Crystallization of Achiral Molecules by Pseudo-Seeding"Enantiomer. (in press).

    • Related Report
      1999 Annual Research Report
  • [Publications] H.Koshima,S.Honke and M.Miyauchi: "Preparation of Helical-type Crystals from Tryptamine and Achiral Carboxylic Acids and Their Enantiomorphous Control by Pseudo-s"Molecular Crystals and Liquid Crystals. (in press).

    • Related Report
      1999 Annual Research Report

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Published: 1999-04-01   Modified: 2016-04-21  

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