• Search Research Projects
  • Search Researchers
  • How to Use
  1. Back to previous page

Studies on Macrocyclic Conjugated Compounds Having Three-dimensional π-Systems

Research Project

Project/Area Number 11440189
Research Category

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

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionOsaka University

Principal Investigator

KAWASE Takeshi  Graduate School of Science, Osaka University Associate Professor, 大学院・理学研究科, 助教授 (10201443)

Project Period (FY) 1999 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥4,300,000 (Direct Cost: ¥4,300,000)
Fiscal Year 2000: ¥4,300,000 (Direct Cost: ¥4,300,000)
KeywordsSupramolecule / Fullerenes / Belt-shaped conjugated systems / Complexation / Supramolecular interaction
Research Abstract

New carbon allotropes having a carved conjugated system such as fullerenes and carbon anotubes have been extensively studied from physical and chemical viewpoints. However, the supramolecular properties of the hollow of these materials have not been known well. We have recently synthesized a series of [n]CPPAs (cyclic paraphenylacetylenes) 1a-d (n=6〜9) having a belt-shaped conjugated system as relatively stable compounds. They can be regarded as good model compounds for investigating the supramolecular properties of inner space of carved conjugated systems.
During the period, we have found interesting host properties of CPPAs as the following.
1) Crystallographic analysis of an inclusion complex of 1a and hexamethylbenzene reveals that 1a has a belt-shaped structure with 13.2 Å of diameter as expected by theoretical calculation.
2) Crystallographic analysis of an inclusion complex of 1a and a methanofullerene derivative 2 also reveals that the C60 cage of 2 is situated at somewhat floating position in a bowl-shaped cavity of 1a.
3) The association constants for the complexation of various CPPA analogs with fullerenes were determined by the titration experiments by means of fluorescence spectra to discuss the stability of these complexes. The association constants for both C60 and C70 complexes are bis(2,6- naphthyl)[6]CPPA 3 > 1a > 1b in order, and the order of the selectivity between the complexes are 3 > 1b >1a, respectively.
4) CPPAs 1a and 1d forms a 1 : 1 complex in solid as well as in solution. Within our knowledge, it is the first inclusion complex between hydrocarbons in non-polar solvents.

Report

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

    (18 results)

All Other

All Publications (18 results)

  • [Publications] T.Kawase: "8,16,24,32-Tetramethoxy[2.2.2.2]metacyclophane-1,9,17,25-tetrayne : A Novel Ionophore Having a Preoganized but Unexpectedly Flexible Cavity"Chemistry Letters. 8. 754-755

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] 小田雅司: "ますます発展が期待される拡張共役電子系"化学と工業. 52・5. 578-581

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Enomoto: "Synthesis, Structure, and Properties of Hexaaryl[3]radialenes"Bull.Chem.Soc.Jpn.. 73・9. 2109-2114

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Kawase: "All-Hydrocarbon Inclusion Complex of Carbon Nanorings, Cyclic [6]-and [8]Paraphenylacetylenes"Angew.Chem.Int.Ed.Engl.. (In press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Kawase: "Complexation of Carbon Nanoring with Fullerenes"Angew.Chem.Int.Ed.Engl.. (In press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Kurata: "Synthesis of Novel Cage Molecules Bicapped with Tri (2-thienyl) methanes"J.Chem.Soc.Chem.Commun.. (In press).

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Kurata: "Synthesis of Novel Cage Molecules Bicapped with Tri (2-thienyl) methanes"J.Chem.Soc.Chem.Commun. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Kawase: "All-Hydrocarbon Inclusion Complex of Carbon Nanorings, Cyclic [6]- and [8] Paraphenylacetylenes"Angew.Chem.Int.Ed.Engl.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Kawase: "Complexation of Carbon Nanoring with Fullerenes"Angew.Chem.Int.Ed.Engl.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Enomoto: "Synthesis, Structure, and Properties of Hexaaryl [3] radialenes"Bull.Chem.Soc.Jpn.. 73-9. 2109-2114 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Kawase: "8, 16, 24, 32-Tetramethoxy [2.2.2.2] metacyclophane- 1, 9, 17, 25-tetrayne : A Novel Ionophore Having a Preorganized but Unexpectedly Flexible Cavity"Chemistry Letters. 8. 754-755 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Oda: "masumasu hattennno kitaisareru kakuchoukyouyakudennsikei"Kagakuto kougyou. 52-5. 587-581 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Enomoto: "Synthesis, Structure, and Properties of Hexaaryl [3] radialenes"Bull.Chem.Soc.Jpn.,. 73・9. 2109-2114 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Kawase: "All-Hydrocarbon Inclusion Complex of Carbon Nanorings, Cyclic [6]-and [8] Paraphenylacetylenes"Angew.Chem.Int.Ed.Engl.. (In press). (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Kawase: "Complexation of Carbon Nanoring with Fullerenes"Angew.Chem.Int.Ed.Engl.. (In press). (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] H.Kurata: "Synthesis of Novel Cage Molecules Bicapped with Tri (2-thienyl) methanes"J.Chem.Soc.Chem.Commun.. (In press). (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] T. Kawase: "8,16,24,32-Tetramethoxy[2.2.2.2]metacyclophane-1,9,17,25-tetrayne : A Novel Ionophore Having a Preorganized but Unexpectedly Flexible Cavity"Chemistry Letters. 8. 754-755 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] 小田雅司: "ますます発展が期待される拡張共役電子系"化学と工業. 52・5. 578-581 (1999)

    • Related Report
      1999 Annual Research Report

URL: 

Published: 2000-04-01   Modified: 2016-04-21  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi