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Design and Applications of Helical Crystal Spaces by Spontaneous Resolution

Research Project

Project/Area Number 13555251
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section展開研究
Research Field Synthetic chemistry
Research InstitutionThe University of Tokyo

Principal Investigator

AIDA Takuzo  Graduate School of Engineering, Professor, 大学院・工学系研究科, 教授 (00167769)

Project Period (FY) 2001 – 2002
Project Status Completed (Fiscal Year 2002)
Budget Amount *help
¥9,800,000 (Direct Cost: ¥9,800,000)
Fiscal Year 2002: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 2001: ¥6,800,000 (Direct Cost: ¥6,800,000)
KeywordsPorphyrin / Chirality / Spontaneous Resolution
Research Abstract

Spontaneous resolution was found to occur for hydrogen-bonded complexes between chiral saddle-shaped porphyrins and 4-Br manderic acid. Ethyl 2-methylbutyrate, which was used as a chiral solvent for the crystallization, was enantioselectively included within helical spaces of the crystals with 50% enantiomeric excess. The inclusion of ethyl 2-methylbutyrate was also observed under vapor conditions with the same enantioselectivity and enantiomeric excess.
Novel porphyrin dimer and columnar assemblies, which were partially detected by CSI-MS measurements, were prepared from pyridine-attached saddle-shaped porphyrins and palladium or platinum complexes, in order to design novel chiral spaces and reaction fields. These supramolecular assemblies show enhanced CD activity upon interaction with optically active manderic acid compared with monomenc reference, suggesting that the chiral informations of porphyrin/manderic acid complexes transfer to the neighboring saddle prphyrins via rigid linkers.

Report

(3 results)
  • 2002 Annual Research Report   Final Research Report Summary
  • 2001 Annual Research Report
  • Research Products

    (3 results)

All Other

All Publications (3 results)

  • [Publications] Y.Mizuno, T.Aida: "Nonlinear Amplification of Circular Dichroisvn Activity upon Cyclodimerization of a chiral Sacldle-shaped Porphyrin"Chemical Communication. 20-21 (2003)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y. Mizuno and T. Aida: "Nonlinear Amplification of Ciraular Dichroism Activity upon Cydodimerization of a Chiral Saddle-shaped Parphyrin"Chemical Communication. 20-21 (2003)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2002 Final Research Report Summary
  • [Publications] Y.Mizuno, T.Aida: "Nonlinear Amplification of Circular Dichroism Activity upon Cyclodimerization of a Chiral saddle-shaped Porphyrin"Chemical Communication. 20-21 (2003)

    • Related Report
      2002 Annual Research Report

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Published: 2001-04-01   Modified: 2016-04-21  

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