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

1999 Fiscal Year Final Research Report Summary

Synthesis and molecular recognition for tetraaza[14]annulenes and their complexes containing hydroxy groups

Research Project

Project/Area Number 10640548
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Inorganic chemistry
Research InstitutionKyushu Institute of Technology

Principal Investigator

SAKATA Kazunori  Kyushu Institute of Technology, Faculty of Engineering, Professor, 工学部, 教授 (50037991)

Project Period (FY) 1998 – 1999
KeywordsTetraaza[14]annulene / Template Reaction / Nickel(II) Complexes / Acyl Chlorides / Molecular Recognition / Hydroxy Groups / Hydrogen Bonds / Quinone
Research Abstract

1. Synthesis of Tetraaza[14]annulene and its Nickel(II) Complex-The nickel(II) complex (1-Ni) was prepared from 1,2-diaminobenzene, acetylacetone and nickel(II) acetate tetrahydrate. The metal-free compound (1) was prepared from complex (1-Ni) by treatment of hydrochloric acid gas.
2. Synthesis of Acyl Chlorides-Benzyloxybenzoic acid were synthesized from hydroxybenzoic acid and benzylbromide in the presence of sodium hydroxide. Refluxing the benzyloxydibenzoic acids with thionyl chloride gave acyl chlorides (2).
3. Synthesis of Tetraaza[14]annulene and its Nickel(II) Complex with hydroxy Groups-The reaction of compounds (1,1-Ni) with various benzyloxybenzoyl chlorides (2) led to the corresponding 7,16-dibenzoylated compound (3,3-Ni) in refluxing tolunene containing triethylamine. These compounds with hydroxy groups (4,4-Ni) were obtained in reduction of the compounds (3,3-Ni).
4. Molecular(Recognition of Tetraaza[14]annulene and its Nickel(II) Complex with Hydroxy Groups-The compounds (4,4-Ni) have the sizeable cavities which include some quinone compounds. The cavity needs the hydroxy groups in the 7,16-positions because the formation of hydrogen bond between compounds (4,4-Ni) and quinone compounds is of a great importance for the stability of resulting inclusion compounds. Judging from the behavior of ィイD11ィエD1H NMR and IR spectra, the compounds (4,4-Ni) are presumed to exist in inclusion compounds.
5. Discussion about Molecular Recognition Tetraaza[14]annulene and its nickel(II) Complex with Hydroxy Group-The results of IR and ィイD11ィエD1H NMR spectra show very week interaction between compounds (4,4-Ni) and quinone compounds with hydrogen bonds.

  • Research Products

    (24 results)

All Other

All Publications (24 results)

  • [Publications] Kazunori Sakata: "Preparation and spectral properties of nickel(II) and copper(II) complexes with two isomeric cyclohexylcyclams"Polyhedron. 17(9). 1463-1470 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Tsuge: "Preparation and Conformational Properties of 1,8-Bridged Fluorenophanes"Chemistry Letters. 1998(6). 603-604 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kazunori Sakata: "Preparation and spectroscopic properties of five 7,16-bis(azophenyl)-tetraaza[14]annulene nickel(II) complexes"Inorg. Chem. Acta. 281(2). 190-194 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Tsuge: "Immobilization of a Water-Soluble Host Molecule by Polyion Complexation with a Polymer"Aust. J. Chem.. 51(129. 1175-1178 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Zenglin Wang: "Synthesis, characterization and crystal structure of a 6, 8, 15, 17-tetra methyldibenzo[b,I][1, 4, 8, 11]tetraaza[14]annulene yttrium(III) complex"Polyhedron. 17(25,26). 4451-4456 (1998)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kazunori Sakata: "Characterization, Spectroscopic Properties and Crystal Structure of a Tetraaza[14]annulene Manganese(III) Complex"Synth. React. Inorg. Met-Org. Chem.. 29(2). 265-277 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tetsuji Moriguchi: "Evaluation of Transannular Interaction of [2,3]Metacyclophane-diazonium Tetrafluoroborate and its Dediazoniated Derivatives"J. Chem. Research(s). 1999(2). 78-79 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Zenglin Wang: "Syntheses, Characterization and Crystal Structure of 5, 14-Dihydro-6, 8, 15, 17-tetra-methyldibenzo[b,I][1, 4, 8, 11]tetraazacyclotetradecine Rare Earth(III) Complexes"J. Chem. Soc., Dalton Trans.. 1999(1.0). 1695-1700 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Zenglin Wang: "Syntheses, Characterization and Crystal Structure of Teramethyldibenzotetraaza[14]annulene Zinc(II) Complexes Containing an Axial Base"J. Coord. Chem.. 48(4). 541-554 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Akihiko Tsuge: "Synthesis of Small-Sized Stilbenophanes and their Transannular Delocalization"J. Org. Chem.. 64(19). 7246-7248 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Tetsuji Moriguchi: "Transannular Interactions and Reactions of the Dithia[3, 3]metacyclophane-diazoniun Salt"J. Chem. Research(s). 1999(11). 604-605 (1999)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Zenglin Wang: "Preparations and Characterization of Five-Coordinate Zinc(II) Complexes of H_2 tmtaa, (Zn(tmtaa)L[L=PPh_3, OPPh_3 and CH_3CN]) and Crystal Structure of Zn(tmtaa)OPPh_3"Synth. React. Inorg. Met.-Org. Chem.. 30(1). 73-87 (2000)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Kazunori Sakata: "Preparation and spectral properties of nickel(II) and copper(II) complexes with two isomeric cyclohexylcyclams"Polyhedron. 17. 1463-1470 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akihiko Tsuge: "Preparation and conformational properties of 1,8-bridged fluorenophanes"Chemistry Letters. 1998. 603-604 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Kazunori Sakata: "Preparation and spectoscopic properties of five 7,16-bis(azophenyl) tetraaza[14]annulene nickel(II) complexes"Inorg. Chim. Acta. 281. 190-194 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akihiko Tsuge: "Immobilization of a water-soluble host molecule by polyion complexation with a polymer"Aust. J. Chem. 51. 1175-1178 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Zenglin Wang: "Syntheis, characterization and crystal structure of a 6,8,15,17-tetramethyldibenzo[b,i][1,4,8,11]tetraaza[14]annulene yttrium(III) complex"Polyhedron. 17. 4451-4456 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Kazunori Sakata: "Characterization, spectroscopic properties and crystal structure of a tetraaza[14]annulene manganese(III) complex"Synth. React. Inorg. Met.-Org. Chem.. 29. 265-277 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tetsuji Moriguchi: "Evalution of transannular interaction of [2,3]metacyclophane-diazonium tetrafluoroborate and its dediazoniated derivatives"J. Chem. Research(s). 1999. 78-79 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Zenglin Wang: "Syntheis, characterization and crystal structure of 5,14-dihydro-6,8,15,17-tetramethyldibenzo[b,i][1,4,8,11]tetraaza-cyclotetradecine rare earth(III) complexes"J. Chem. Soc., Dalton Trans.. 1999. 1695-1700 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Zenglin Wang: "Syntheis, characterization and crystal structure of tetramethyldibenzotetraaza[14]annulene zinc(II) complexes containing an axial base"J. Coord. Chem.. 48. 541-554 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Akihiko Tsuge: "Synthesis of small-sized stilbenophanes and their transannular delocalization"J. Org. Chem.. 64. 7246-7248 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Tetsuji Moriguchi: "Transannular interactions and reactions of the dithia[3.3]metacyclophane-diazonium salt"J.Chem. Research(s). 1999. 604-605 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Zenglin Wang: "Preparations and characterization of five-coordinate zinc(II) complexes of HィイD22ィエD2tmtaa, (Zn(tmtaa)L[L=PPhィイD23ィエD2, OPPhィイD23ィエD2 and CHィイD23ィエD2Cn]) and crstal structure of Zn(tmtaa)OPPhィイD23ィエD2"Synth. React. Inorg. Met.-Org. Chem.. 30. 73-87 (2000)

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

URL: 

Published: 2001-10-23  

Information User Guide FAQ News Terms of Use Attribution of KAKENHI

Powered by NII kakenhi