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STUDIES ON CATALYTIC REACTIONS OF ACRIDINIUM SALTS USING THEIR HIGH ELECTROPHILICITY AND PHOTOREACTIVITY

Research Project

Project/Area Number 61550647
Research Category

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

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

Principal Investigator

KANO Koji  DOSHISHA UNIVERSITY, PROFESSOR, 工学部, 教授 (60038031)

Project Period (FY) 1986 – 1987
Project Status Completed (Fiscal Year 1987)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1987: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1986: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywordsacridimium salts / photoreduction / alcohols / methonol adducts / heterolysis / acridimium methoxide / excited vibronic state / アルコールの求核付加 / 光還元機構 / NAD【P^+】モデル反応 / 立体障害
Research Abstract

Thermal and phorochemical reactions of 10-methylactidimium chlorides in alcohols have been inverstigated to clarify photoreaction mechamism and develop new catalytid effects by these actidinium saits 10-Methylacrdimium chloride reacts with primary and secondary alcohols to give 9,10-dihydro-9-alkoxy-10methylacridines. 9,10-Dihydro-9-methoxy-10-methylactidine is photolyzed to yield 10-methylactidimium methoxide which reactrs subsrquently to give 9,10-dihydro-10methylacridine. In the case of 9,10-dimethylactidimium chloride, the methanol adduct is obtained in methanol in the presence of K_2CO_3. The methanol adduct does not provide dihydro derivative in both thermal and photochemical reactions. The methomal adduct to 10-methyl-9-phenylactidimium chloride is photolyzed to yield dihydro derivative in merhanol in the presence of K_2CO_3. The methanol adduct in boiling acetonitrile gives the same products as those of photolysis, indicating that the actidimium methoxide in the excited vibronic stated react intermolecularly. This reaction invilved a hydride transfer from methoxide anion to acridimium cation.

Report

(2 results)
  • 1987 Final Research Report Summary
  • 1986 Annual Research Report
  • Research Products

    (8 results)

All Other

All Publications (8 results)

  • [Publications] 加納航治: Chemistry Express. 2. 13-16 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 加納航治: Bulletin of the Chemical Society of Japan. 60. 1041-1047 (1987)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] 加納航治: Bulletin of the Chemical Society of Japan. 61. (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] KOJI KANO: "REACTION OF 9,10-DIMENTHYLACRIDINIUM CHLORIDE WITH METHANOL. NUCLEOPHILIC ADDITION OF METHONOL AND SPONTANEOUS HETEROLYSIS OF THE METHANOL ADDUCT" CHEMISTRY EXPRESS. 2. 13-16 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] KOJI AKNO: "THE PHOTOREDUCTION MECHANISM OF 10-METHYLACRIDIUM CHLORIDE IN METHANOL. THE FORMATION OF 9,10-DIHYDRO-9-METHOXY-10-METHYLACTIDINE AND HYDRIDE TRANSFER" BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN. 60. 1041-1047 (1987)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] KOJI KANO: "THERMAL AND PHOTOCHEMICAL REACTIONS OF 10-METHYL-9-PHENYLACRIDINIUM CHLORIDE IN ALCOHOLS" bulletin of the chemical society of japan. 61. (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1987 Final Research Report Summary
  • [Publications] Koji,KANO: Chemistry Express. 2. 13-16 (1987)

    • Related Report
      1986 Annual Research Report
  • [Publications] Koji,KANO: Bull.Chem.Soc.Jpn.60. 1041-1047 (1987)

    • Related Report
      1986 Annual Research Report

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Published: 1987-03-31   Modified: 2016-04-21  

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