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1995 Fiscal Year Final Research Report Summary

Syntheses of Supramolecular Capsules with "On-off-type" Switch Functions

Research Project

Project/Area Number 06453141
Research Category

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

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionKYUSHU UNIVERSITY

Principal Investigator

SHINKAI Seiji  Kyushu University, Faculty of Engineering, Professor, 工学部, 教授 (20038045)

Co-Investigator(Kenkyū-buntansha) IKEDA Atsuki  Kyushu University, Faculty of Engineering, Research Associate, 工学部, 助手 (90274505)
TAKEUCHI Masayuki  Kyushu University, Faculty of Engineering, Research Associate, 工学部, 助手 (70264083)
HAMACHI Itaru  Kyushu University, Faculty of Engineering, Associate Professor, 工学部, 助教授 (90202259)
Project Period (FY) 1994 – 1995
KeywordsInclusion / Molecular recognition / Calixarene / Molecular capsule / Metal recognition / Switch function
Research Abstract

Molecular capsules were synthesized by two different methods. The first method is to connect two upper edges of hemisphere-shaped calix [n] arenes. This methods were considerably difficult because of competition between intra-and intermolecular reactions. The capsule molecules composed of two calix [n] arenes show the enhanced affinity toward guest molecules. The second method is to cap or doubly-bridge one calix [n] arene. Capping of calix [6] arene with 1,3,5-tris (bromomethyl) benzene gave a molecule with a closed inner cavity. Double bridging of calix [8] arene with 1,2-bis (bromomethyl) benzene also gave a capsule molecule. They showed a kinetically suppressed exchange of guest ions and molecules.

  • Research Products

    (12 results)

All Other

All Publications (12 results)

  • [Publications] P. Lhotak, S. Shinkai: "Calix[n]arene-Powerful Building Block of Supramolecular Chemistry" J. Synth. Org. Chem.53. 963-974 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] K. Araki, H. Hisaichi, T. Kanai, S. Shinkai: "Synthesis of an Upper-rim-connented Biscalix[4]arenes and Its Improved Inclusion Ability Based on the Cooperativity" Chem. Lett.569-570 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T. Nagasaki, H. Fujishima, S. Shinkai: "Design and Synthesis of a C4-Symmetrical Hard-Soft Ditopic Receptor by Calixarene-Porphyrin Coupling" J. Chem. Soc., Perkin Trans. 1. 1883-1888 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H. Otsuka, K. Araki, T. Harada, S. Shinkai: "Synthesis and NMR Spectroscopic Studies of Bridges and Capped Calix[6]arenes" J. Org. Chem.60. 4862-4867 (1995)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] A. Iketa, K. Akao, S. Shinkai: "Regioselective Intramolecular-bridgnig of Calic[8]arenes : Unexpected Isolation of a Capsule-like Compound" Tetrahedron Lett.(印刷中).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] H. Ostuka, S. Shinkai: "Definitive Evidence for Inhibition of Calix[6]arene Ring Inversion Obtained from 1, 3-Xylenyl-bridged Chiral Calix[6[arene" J. Am. Chem. Soc.(印刷中).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] P.Lhotak, S.Shinkai: "Calix [n] arenes-Powerful Building Blocks of Supramolecular Chemistry" J.Synth.Org.Chem.53. 963-974 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] K.Araki, H.Hisaichi, T.Kanai, S.Shinkai: "Synthesis of an Upper-rim-connected Biscalix [4] arene and Its Improved Inclusion Ability Based on the Cooperativity" Chem.Lett.569-570 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] T.Nagasaki, H.Fujishima, S.Shinkai: "Design and Synthesis of a C4-Symmetrical Hard-Soft Ditopic Receptor by Calixarene-Porphyrin Coupling" J.Chem.Soc., Perkin Trans.1. 1883-1888 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H.Otsuka, K.Araki, T.Harada, S.Shinkai: "Synthesis and NMR Spectroscopic Studies of Bridge and Capped Calix [6] arenes" J.Org.Chem.60. 4862-4867 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] A.Ikeda, K.Akao, S.Shinkai: "Regioselective Intramolecular-bridging of Calix [8] arene : Unexpected Isolation of a Capsule-like Compound" Tetrahedron Lett.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] H.Otsuka, S.Shinkai: "Definitive Evidence for Inhibition of Calix [6] arene Ring Inversion Obtained from 1,3-Xylenyl-bridged Chiral Calix [6] arene" J.Am.Chem.Soc.(in press).

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

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Published: 1997-03-04  

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