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1992 Fiscal Year Final Research Report Summary

Positional Selective Preparation of Deuteriated Compounds Having Bioactivities and Functions.

Research Project

Project/Area Number 02555176
Research Category

Grant-in-Aid for Developmental Scientific Research (B)

Allocation TypeSingle-year Grants
Research Field 有機工業化学
Research InstitutionKYUSHU UNIVERSITY

Principal Investigator

TASHIRO Masashi  Institute of Advanced Material Study Kyushu University, professor, 機能物質科学研究所, 教授 (40038576)

Co-Investigator(Kenkyū-buntansha) SAWADA Tsuyoshi  Institute of Advanced Material Study Kyushu University, assistant, 機能物質科学研究所, 助手 (90240902)
Project Period (FY) 1990 – 1992
Keywordsdeuterium oxide / deuterium labelling / Raney alloys / phenols / Benzoic acid / aliphatic acid / alkane / Kolbe electrolysis
Research Abstract

Some deuteriated aromatic compounds such as phenols, benzoic acids, anilines and naphthalenes were prepared in high isotopic purity by treating of the corresponding halo aromatic compounds with Raney alloys i n a deuterium oxide solution in the presence of alkaline. Deuteriated aliphatic acids were obtained from unsaturated aliphatic acids and haloaliphatic acids by reduction with Raney alloys in deuterium oxide solution. Kolbe electrolysis o f the deuteriated aliphatic acids affords the corresponding deuteriated alkanes in good yield. It was also found that the cross Kolbe electrolysis gave longer chain acids than the acids used. ^1H-,^2H- and ^<13>C NMRspectrum of the deuteriated compounds prepared in this investigation were measured. Some biological activities of the deuteriated compounds are being investigated.

  • Research Products

    (16 results)

All Other

All Publications (16 results)

  • [Publications] M.TASHIRO: "Preparation of Deuteratad Naphthalenes,Anilines,m-Toluidines,and Anisoles by Reductive Dehalogenation of the Corresponding Halogenated Derivatives with Raney Cu-Al Alloy in an Alkaline Deuterium Oxide Solution" Journal of Labelled Compounds & Radiopharmaceuticals. 28. 703-712 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Preparation of Deuteriated Adipic[^2H_2]-,[^2H_4]-,^2H_6]-and[^2H_8]-Acids by Use of Kolbe Electrolysis s a Key Reaction" Journal of Labelled Compounds & Radiopharmaceuticals. 28. 855-866 (1990)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Preparation of Deuteriated Succinic Acids" Journal of Labelled Compounds & Radiopharmaceuticals. 29. 405-414 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Preparation of 4-Phenylbutyric[2,3-^2H_2]-,[4,4-^2H_2]-,[2,3,4,4-^2H_4]and[2,2,3,3,4,4-^2H_6]-Acids by Use of Crossed Kolbe Electrolysis as a Key Reaction" Journal of Labelled Compounds & Radiopharmaceuticals. 29. 475-484 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Preparation of Valeric Acids,Pentenoic Acids,γ-Valerolactones with Deuterium" Journal of Labelled Compounds & Radiopahrmaceuticals. 29. 691-701 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Preparation of[2,3-^2H_2]-and[2,2,3,3-^2H_4]Palmitic Acids by Cross Kolbe Electrolysis as a Key Reaction." Chemistry Express. 6. 403-406 (1991)

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Synthesis and NMR Study of[4,5,6,8-^2H_4][2.2]Metacyclophane" Journal of Labelled Compounds & Radiopharmaceuticals.

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] M.TASHIRO: "Hydrogen-Deuterium Exchange Reaction of Thiophene-2-carboxylic Acids and a Convenient Synthesis of[^2H_9]Valeric Acid with Nickel-Aluminium Alloy in Alkaline Deuterium Oxide." Journal of Chemical Research(S),(M).

    • Description
      「研究成果報告書概要(和文)」より
  • [Publications] Masashi Tashiro: "Preparation of Deterated Naphthalenes, Anilines, m-Toluidines, and Anisoles by Reductive Dehalogenation of the Corresponding Halogenated Derivatives with Raney Cu-Al Alloy in an Alkaline Deuterium Oxide Solution" Journal of Labelled Compounds and Radiopharmaceuticals. Vol.28. 703-712 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Preparation of Deuteriated Adipic [^2H_2]-,[^2H_4]-,[^2H_6]-,and [^2H_8]-Acids by Use of Kolbe Electrolysis as a Key Reaction." Journal of Labelled Compounds and Radiopharmaceuticals. Vol.28. 855-866 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Preparation of Deuteriated Succinic Acids" Journal of Labelled Compounds and Radiopharmaceuticals. Vol.29. 405-414 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Preparation of 4-Phenylbutyric [2,3-^2H_2]-,[4,4-^2H_2]-, [2,3,4,4-^2H_4]-,and [2,2,3,3,4,4,-^2H_6]-Acids by Use of Crossed Kolbe Electrolysis as a Key Reaction." Journal of Labelled Compounds and Radiopharmaceuticals. Vol.29. 475-484 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Preparation of Valeric Acids, Pentenoic Acids, and gamma-Valerolactones with Deuterium." Journal of Labelled Compounds and Radiopharmaceuticals. Vol.29. 691-701 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Preparation of [2,3-^2H_2]-and [2,2,3,3,-^2H_4]Palmitic Acids by Cross Kolbe Electrolysis as a Key Reaction" Chemistry Express. Vol.6. 403-406 (1991)

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Synthesis and NMR Study of [4,5,6,8-^2H_4][2.2] Metacyclophane" Journal of Labelled Compounds and Radiopharmaceuticals.

    • Description
      「研究成果報告書概要(欧文)」より
  • [Publications] Masashi Tashiro: "Hyrdrogen-Deuterium Exchange Reaction of Thiophene -2-carboxylic Acids and a Convenient Synthesis of [^2H_9]Valeric Acid with Nickel-Alminium Alloy in Alkaline Deuterium Oxide." Journal of Chemical Research(S),(M).

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

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Published: 1994-03-24  

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