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1998 Fiscal Year Final Research Report Summary

Organic Synthesis of Transition Metal Encapsulated Fullerenes

Research Project

Project/Area Number 09650960
Research Category

Grant-in-Aid for Scientific Research (C)

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

Principal Investigator

TOBE Yoshito  Osaka University, Graduate School of Engineering Science, Professor, 大学院・基礎工学研究科, 教授 (60127264)

Project Period (FY) 1997 – 1998
KeywordsFullerenes / Metallofullerenes / Heterofullerenes / Polyynes / Cyclophanes / Mass spectra
Research Abstract

1. Spectroscopic Studies on the Structures of Cyclocarbons : Molecular structures of cyclo[n]carbons (n= 12, 16, 18, 20, and 24), which were generated in the laser-desorption mass spectroscopic method from the corresponding organic precursors, were investigated on the basis of the ultraviolet photoelectron spectra of the cluster anions.It was revealed that the cyclo[n]carbons with 4n carbons possess polyynes structure whereas those with 4n+2 carbons are cumulenic structure.
2. Generation of Cage Polyyne (C_<60>H_6) and its Isomerization into Fullerene : A precursor to the cage polyyne C_<60>H_6 was prepared in order to investigate the possibility regarding dehydrogenative isomerization of C_<60>H_6 into C_<60> fullerene.In the laser-desorption mass spectra of the precursor, we observed not only C_<60>H_6 derived from elimination of six indane molecules but also C_<60> fullerene which was formed presumably by the isomerization of the reactive polyyne chain.These results suggest the possible total synthetic pathway of fullerenes and their metal encapsulated derivatives on the basis of polyyne cyclization.
3. Generation of Cage Azapolyyne (C_<58>N_2H_4) and its Isomerization into Diazafullerene : The cage polyyne C_<58>N_2H_4 having two pyridine rings was generated from the corresponding organic precursor by the same method as described above.In the laser-desorption mass spectra, we observed not only C_<58>N_2H_4 but also a small peak due to diazafullerene C_<58>N_2.This is an important finding with regard to the synthesis of metal encapsulated fullerenes, because it represents the first observation of this novel heterofullerene which is isoelectronic with fullerene dianion.

  • Research Products

    (10 results)

All Other

All Publications (10 results)

  • [Publications] Tomonari Wakabayashi: "Photoelectron Spectroscopy of C_n^- Produced from Laser Ablated Dehydroannulene Derivatives Having Carbon Ring Size of n=12,16,18,20,and 24" Journal of Chemical Physics. 107・13. 4783-4787 (1997)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yoshito Tobe: "[16.16.16](1,3,5)Cyclophanetetracosayne(C_<60>H_6) : A Precursor to C_<60> Fullerene" Journal of the American Chemical Society. 120・18. 4544-4545 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yoshito Tobe: "Synthesis and Association-Behavior of[4.4.4.4.4.4]Metacyclophane-dodecayne Derivatives with Interior Binding Groups" Angewandte Chemie International Edition. 37・9. 1285-1287 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Uwe H.F.Bunz: "Polyethynylated Cyclic π-Systems : Scaffoldings for Novel Two and Three-Dimensional Carbon Networks" Chemical Society Review. (印刷中).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Yoshito Tobe: "Advances in Strained and Interesting Organic Molecules" JPA Press, 31 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] T.Wakabayashi, M.Kohno, Y.Achiba, H.Shiromaru, T.Momose, T.Shida, K.Naemura, and Y.Tobe: "Photoelectron Spectroscopy of C_n Produced from Laser Ablated Dehydroannulene Derivatives Having Carbon Ring Size of n=12,16,18,20, and 24" J.Chem.Phys.107. 4783-4787 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Tobe, N.Nakagawa, K.Naemura, T.Wakabayashi, T.Shida, and Y.Achiba: "[16.16.16] (1,3,5) Cyclophanetetracosayne (C_<60>H_6) : A Precursor to C_<60> Fullerene" J.Am.Chem.Soc.120. 4544-4545 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Tobe, N.Utsumi, A.Nagano, and K.Naemura: "Synthesis and Association Behavior of [4.4.4.4.4.4] Metacyclophanedodecayne Derivatives with Interior Binding Groups" Angew.Chem.Int.Ed..37. 1285-1287 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] U.H.F.Bunz, Y.Rubin, and Y.Tobe: "Polyethynylated Cyclic pi-Systems : Scaffoldings for Nevel Two and Three-Dimensional Carbon Networks" Chem.Soc.Rev.(in press).

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Y.Tobe: "All-Carbon Molecules from Small-Ring Propellanes" Advances in Strained and Interesting Organic Molecules, JAI Press. (in press).

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

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Published: 1999-12-08  

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