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Synthesis and molecular recognition for strapped tetraaza [14] annulenes and their complexes with hostly function

Research Project

Project/Area Number 06640728
Research Category

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

Allocation TypeSingle-year Grants
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) 1994 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥2,100,000 (Direct Cost: ¥2,100,000)
Fiscal Year 1995: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1994: ¥1,700,000 (Direct Cost: ¥1,700,000)
KeywordsTetraaza [14] annulene / Template Reaction / Metal Complexes / Strapped Type / Molecular Recognition / Hostly Function / Cavity / Spectrum / 取り込み / ニッケル(II)錯体 / 銅(II)錯体 / ストラプト基 / ジカルボン酸 / 機能性
Research Abstract

1 Synthesis of Tetraaza [14] annulene and its Complexes-The nickel (II) complex (1-Ni) was synthesized from 1,2-diaminobenzene, 2,4-pentanedione and nickel (II) acetate tetrahydrate. The metal-free compound (1) was prepared from complex (1-Ni) by treatment of hydrochloric acid gas. The copper (II) complex (1-Cu) was prepared from compound (1) and copper (II) acetate hydrate.
2 Synthesis of Picket-Fence Tetraaza [14] annulene Complexes-The reaction of complex (1-Ni) or (1-Cu) with various para-substituted benzoyl chlorides (2) or various para-substituted benzyl bromides (3) led to the corresponding 7,16-dibenzoylated complexes (2-Ni, 2-Cu) or 7,16-dibenzylated complexes (3-Ni) .
3 Synthesis of Strapped Group-Dibenzoic acids were synthesized from 3-hydroxybenzoic acid and various dibromides (Br-R-Br) in the presence of sodium hydroxide. Refluxing the dibenzoic acids with thionyl chloride gave diacyl chlorides (4) .
4 Synthesis of Strapped Tetraaza [14] annulene Complexes-The strapped tetraaza [14] annulene nickel (II) complexes (5-Ni) were produced by refluxing complex (1-Ni) with diacyl chlorides (4) in a large reservoir of toluene containing an excess of triethylamine. The strapped metal-free compounds (5) and their copper (II) complexes (5-Cu) were obtained following the above procedure.
5 Molecular Recognition of Strapped Tetraaza [14] annulene Complexes with Hostly Function-The strapped complexes (5-Ni, 5-Cu) have the sizeable cavities which include some organic compounds. The cavity needs the ethereal oxygen in the bridging group since the formation of hydrogen bond between complexes (5-Ni, 5-Cu) and the organic compounds is of a great importance for the stability of resulting inclusion compounds.

Report

(3 results)
  • 1995 Annual Research Report   Final Research Report Summary
  • 1994 Annual Research Report
  • Research Products

    (34 results)

All Other

All Publications (34 results)

  • [Publications] Kazunori Sakata: "Preparation and Spectral Properties of Cobalt (II) and Nickel (II) Complexes with Tetramethyldibenzotetraaza [14] annulene" Synth.React.Inorg.Met.-Org.Chem.24. 1-7 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Mamoru Hashimoto: "The Counter Anion Effect of (16-Ethyl-5,6,7,8-tetrahydro-9H-dibenzo- [b,i] [1,4,8,11] tetraazacyclotetradecinato) nickel (II) Complexes" J.Heterocyclic Chem.31. 489-493 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Preparation and Spectral Properties of Oxovanadium (IV) Complexes of 2,3,11,12-Bis (1',4',7',10',13'-pentaoxatridecamethylene)-7,16-diethy-5,14-dihydrodibenzo [b,i] [1,4,8,11] tetraazacyclotetradecine" Synth.React.Inorg.Met.-Org.Chem.24. 905-912 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Syntheses and Characterization of Iron (II),Copper (I) and Rhodium (I) Complexes with a Chelating Bidentate Isonitrile Ligand" Synth.React.Inorg.Met.-Org.Chem.24. 1509-1522 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and characterization of a bidentate chelating diisonitrile ligand with two thioethereal sulfurs in a bridging group and its copper (I),rhodium (I),and palladium (II) complexes" Inorg.Chim.Acta. 227. 113-118 (1994)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Spectroscopic Properties for Six 7,16-Dibenzoylated Tetraaza [14] annulene Nickel (II) Complexes" J.Heterocyclic Chem.32. 329-333 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Nagao Azuma: "A Crystal Modification of Dibenzo [b,i] [1,4,8,11] tetraaza [14] annulene : X-Ray Molecular Structure and Proton Tautomerism of the Highly π-Conjugated From" J.Chem.Soc.,Perkin Trans.2. 1995. 343-348 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Mamoru Hashimoto: "Solvent Effects on Proton Nmr Chemical Shifts of Macrocyclic and Non-macrocyclic Compounds Employed with N-H Functional Group" Anal.Sci.11. 631-635 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Spectral Properties of Strapped Tetraaza [14] annulene Nickel (II) Complexes Bearing Three Kinds of Methylene Chains" Synth.React.Inorg.Met.-Org.Chem.25. 1279-1293 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Characterization for Four 7,16-Dibenzylated Tetraaza [14] annulene Nickel (II) Complexes" Polyhedron. 15. 967-972 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Preparation and Characterization for Four Strapped Tetraaza [14] annulene Copper (II) Complexes" Synth.React.Inorg.Met.-Org.Chem.26. (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Preparation and Spectral Properties of Cobalt (II) and Nickel (II) Complexes with Tetramethyldibenzotetraaza [14] annulene" Synth.React.Inorg.Met.-Org.Chem. 24. 1-7 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Mamoru Hashimoto: "The Counter Anion Effect of (16-Ethyl-5,6,7,8-tetrahydro-9H-dibenzo [b, i] [1,4,8,11] tetraazacyclotetra-decinato) nickel (II) Complexes" J.Heterocyclic Chem. 31. 489-493 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Preparation and Spectral Properties of Oxovanadium (IV) Complexes of 2,3,11,12-Bis (1', 4', 7', 10', 13'-pentaoxatridecamethylene) -7,16-diethyl-5,14-dihydrodibenzo- [b, i] [1,4,8,11] tetraazacyclotetradecine" Synth.React.Inorg.Met.-Org.Chem. 24. 905-912 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Syntheses and Characterization of Iron (II) , Copper (I) and Rhodium (I) Complexes with a Chelating Bidentate Isonitrile Ligand" Synth.React.Inorg.Met.-Org.Chem. 24. 1509-1522 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Syntheis and characterization of a bidentate chelating diisonitrile ligand with two thioethereal sulfurs in a bridging group and its copper (I) , rhodium (I) , and palladium (II) complexes" Inorg.Chim.Acta. 227. 113-118 (1994)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Spectroscopic Properties for Six 7,16-Dibenzoylated Tetraaza [14] annulene Nickel (II) Complexes" J.Heterocyclic Chem. 32. 329-333 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Nagao Azuma: "A Crystal Modification of Dibenzo [b, i] [1,4,8,11] -tetraaza [14] annulene : X-ray Molecular Structure and Proton Tautomerism of the Highly p-Conjugated From" J.Chem.Soc., Perkin Trans. 2. 343-348 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Mamoru Hashimoto: "Solvent Effects on Proton Nmr Chemical Shifts of Macrocyclic and Non-macrocyclic Compounds Employed with N-H Functinal Group" Anal.Sci.11. 631-635 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Spectral Properties of Strapped Tetraaza [14] annulene Nickel (II) Complexes Bearing Three Kinds of Methylene Chains" Synth.React.Inorg.Met.-Org.Chem.25. 1279-1293 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Characterization for Four 7,16-Dibenzylated Tetraaza [14] annulene Nickel (II) Complexes" Polyhedron. 15. 967-972 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Preparation and Characterization for Four Strapped Tetraaza[14]annulene Copper(II)Complexes" Synth.React.Inorg.Met.-Org.Chem.26(in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Kazunori Sakata: "Synthesis and Spectroscopic Properties for Six 7,16-Dibenzoylated Tetraaz [14] annulene Nickel (II) Complexes" J.Heterocyclic Chem.32. 329-333 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Nagao Azuma: "A Crystal Modification of Dibenzo [b,i] [1,4,8,11] tetraaza [14] annulene : X-Ray Molecular Structure and Proton Tautomerism of the Highly π-Conjugated From" J.Chem.Soc.,Perkin Trans.2. 1995. 343-348 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Mamoru Hashimoto: "Solvent Effects on Proton Nmr Chemical Shifts of Macrocyclic and Non-macrocyclic Compounds Employed with N-H Functional Group" Anal.Sci.11. 631-635 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Kazunori Sakata: "Synthesis and Spectral Properties of Strapped Tetraaza [14] annulene Nickel (II) Complexes Bearing Three Kinds of Methylene Chains" Synth.React.Inorg.Met.-Org.Chem.25. 1279-1293 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] Kazunori Sakata: "Synthesis and Characterization for Five 7,16-Dibenzylated Tetraaza [14] annulene Nickel (II) Complexes" Polyhedron. 15. 967-972 (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] Kazunori Sakata: "Preparation and Characterization for Four Strapped Tetraaza [14] annulene Copper (II) Complexes" Synth.React.Inorg.Met.-Org.Chem.26. (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] Kazunori Sakata: "Preparation and Spectral Properties of Cobalt(II) and Nickel(II) Complexes with Tetramethyl-dibenzotetraaza[14]annulene" Synth. React. Inorg. Met.-Org. Chem.24. 1-7 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Mamoru Hashimoto: "The Counter Anion Effect of (16-Ethyl-5,6,7,8-tetrahydro-9H-dibenzo[b,i][1,4,8,11]tetraazacyclotetradecinato) nickel(II) Complexes" J. Heterocyclic Chem.31. 489-493 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Kazunori Sakata: "Preparation and Spectral Properties of Oxovanadium(IV) Complexes of 2,3,11,12-Bis(1',4',7',10',13'-pentaoxatridecamethylene)-7,16-diethy-5,14-dihydrodibenzo[b,i][1,4,8,11]tetraazacyclotetradecine" Synth. React. Inorg. Met.-Org. Chem.24. 905-912 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Kazunori Sakata: "Syntheses and Characterization of Iron(II), Copper(I) and Rhodium(I) Complexes with a Chelating Bidentate Isonitrile Ligand" Synth. React. Inorg. Met.-Org. Chem.24. 1509-1522 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Kazunori Sakata: "Synthesis and characterization of a bidentate chelating diisonitrile ligand with two thioethereal sulfurs in a bridging group and its copper(I), rhodium(I), and palladium(II) complexes" Inorg. Chim. Acta. 227. 113-118 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] Kazunori Sakata: "Synthesis and Spectroscopic Properties for Six 7,16-Debenzoylated Tetraaz[14]annulene Nickel(II) Complexes" J. Heterocyclic Chem.32. (1995)

    • Related Report
      1994 Annual Research Report

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Published: 1994-04-01   Modified: 2016-04-21  

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