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Studies on the Highly Nucleophilic Triphenylphosphines and their Derivatives

Research Project

Project/Area Number 62550633
Research Category

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

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionTottori University

Principal Investigator

WADA Masanori  Tottori University, Faculty of Engineering, 工学部, 教授 (30029053)

Co-Investigator(Kenkyū-buntansha) ERABI Tatsuo  Tottori University, Faculty of Engineering, 工学部, 助手 (60032025)
Project Period (FY) 1987 – 1988
Project Status Completed (Fiscal Year 1988)
Budget Amount *help
¥2,000,000 (Direct Cost: ¥2,000,000)
Fiscal Year 1988: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1987: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywords2, 6-Dimethoxyphenyl / Tertiary phosphine / Phosphine oxide / Phosphine sulfide / Hydroxyphosphonium salt / Hydrothiophosphonium salt / Benzenethiol / 金属抽出 / 2,6ジメトキシフェニル / 親核剤 / 3級ホスホニウム塩 / 4級ホスホニウム塩 / アミン付加体
Research Abstract

1. Tris(2.6-dimethoxyphenyl)phosphine oxide. {2,6-(MeO)_2C_6H_3}_3P=O, is highly soluble in water and reacts with acids to form stable hydroxy phosphonium salts. [{2,6-(MeO_2C_6H_3}_3P-OH]X (X= C10_4, BF_4). The salt (X= C10_4) formed stable 1:1 adducts, [{2,6-(MeO)_2C_6H_3}_3P=O, HNR_3]C10_4, with a variety of amines.
2. Tris(2,6-dimethoxyphenyl)phosphine sulfide. {2,6-(MeO)_2C_6H_3}_3P=S, reacted with acids to form protonated salts. of which thermolysis in the absence or presence of triphenylphosphine resulted in the un-usual desulfurization to give the tertiary phosphonium salt.
3. 2,6-Dimethoxybenzenethiol is a non-smelling, air-stable crystal-line compound with stronger nucleophilicity towards alkyl halides than phSH; the crystallinity of several types of derivative ArSR (R=H, Ar, SAr, CH_2CH_2SAr, CH_2CH_2CH_2SAr) is in the order of Ar=Ph < 2-MeOC_6H_4 < 2.6-(MeO)_2C_6H_3.
4. {2,4,6-(MeO)_3C_6H_2}_3P, {2,6-(MeO)_2C_6H_3}_3P and their onium salts were found to be excellent extractants for particular metal ions such as Ca^<3+>and Au^<3+> in hydrochloric acid solution.

Report

(3 results)
  • 1988 Annual Research Report   Final Research Report Summary
  • 1987 Annual Research Report
  • Research Products

    (17 results)

All Other

All Publications (17 results)

  • [Publications] Masanori Wada.: Chem.Express. 3. 471-474 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masanori Wada.: Chem.Express. 4. 109-111 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masanori Wada.: Chem.Express. 4. (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Yuko Yamashoji.: Chem.Letter. 43-46 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Yuko Yamashouji.: Analytical Sciences. 4. 431-432 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masanori Wada: "Some Unusual Properties of Tris(2,6-dimethoxyphenyl)phosphine Oxide" Chem. Express. 3. 471-474 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masanori Wada: "2,6-Dimethoxybenzenethiol---A Non-smelling Crystalline Thiol with High Nucleophilicity" Chem. Express. 4. 109-111 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masanori Wada: "Facile Desulfurization of Tris(2,6-dimethoxypheny)phosphine Sulfide by Acids" Chem. Express. 4. (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Yuko Yamashoji: "Ion-pair Extraction of Gallium(III) from Hydrochloric Acid with Various Methoxy-substituted Triarylphosphines" Chem. Letter. 43-46 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Yuko Yamashoji: "Selective Solvent Extraction of Various Metal Ions with Tris(2,6-dimethoxyphenyl)phosphine from Hydrochloric Acid Solutions" Analytical Sciences. 4. 431-432 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1988 Final Research Report Summary
  • [Publications] Masanori Wada.: Chem.Express. 3. 471-474 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Masanori Wada.: Chem.Express. 4. 109-111 (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] Masanori Wada.: Chem.Express. 4. (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] Yuko Yamashoji.: Chem.Letter. 43-46 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Yuko Yamashoji.: Analytical Sciences. 4. 431-432 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] M. WADA;H. OHTA;N. HASHIZUME;K. HIRATA;T. ERABI: Chemistry Letters,.

    • Related Report
      1987 Annual Research Report
  • [Publications] Y. YAMASHOJI;T. MATSUSHITA;M. WADA;T. SHONO: Chemistry Letters. 43-46 (1988)

    • Related Report
      1987 Annual Research Report

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Published: 1987-04-01   Modified: 2016-04-21  

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