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Molecular Design and Development of New Synthetic Methods of Novel Thio-, Seleno-, Tellurocarboxylic Acid Derivatives

Research Project

Project/Area Number 06453127
Research Category

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

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

Principal Investigator

KATO Shinzi  Gifu University, Department of Chemistry, Professor, 工学部, 教授 (40021589)

Co-Investigator(Kenkyū-buntansha) KANDA Takehiro  Gifu University, Department of Chemistry, Research Associate, 工学部, 助手 (30234157)
MURAI Toshiaki  Gifu University, Department of Chemistry, Associate, Professor, 工学部, 助教授 (70166239)
Project Period (FY) 1994 – 1995
Project Status Completed (Fiscal Year 1995)
Budget Amount *help
¥7,600,000 (Direct Cost: ¥7,600,000)
Fiscal Year 1995: ¥1,600,000 (Direct Cost: ¥1,600,000)
Fiscal Year 1994: ¥6,000,000 (Direct Cost: ¥6,000,000)
KeywordsCalcogenocarboxylic acids / Tellurocarboxylic acids / Metal salts / Selenoarsenation / Aromatic selenothioic acid S-esters / セレノカルボン酸 / テルロカルボキシル基 / セシウム塩
Research Abstract

In recent years, much attention has been paid to a series of chalcogenocarboxylic acid derivatives because of their biological activity such as brain blocking agent as well as of industrial materials such as photo-sensitizing agents and additives to lubricants. However, in spite of these useful properties, only a limited number of fundamental data have been studied. Accordingly, the prime objective of the present research was to disclose their basic features from the synthetic and structural point of view. The results obtained through the present research are as follows.
1.X-ray molecular structure analyzes of thio-, seleno-and tellurocarboxylic acid lithium, rubidium, and cesium salts were successful. The results have shown they adopt the structures where the metal resides on sulfur, selenium, or tellurium atom in a solid state.
2.Tellurocarboxylic acid was generated at low temperature from the corresponding Cesium salts. The acids exist predominantly as a telluro form in nonpolar solvents, whereas the telluoxo form was a predominant species in polar solvents. The similar trends were also observed for thio- and selenocarboxylic acids
3.Se-Arsanyl selenocarboxylates were found to undergo the addition reaction to conjugated terminal acetylenes with high regio- and stereoselectivity.
4.The stability trends of a series of selenothioic acid S-esters have been disclosed.

Report

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

    (24 results)

All Other

All Publications (24 results)

  • [Publications] 加藤晋二: "Synthesis of Rubidium and Cesium Tellurocarboxylates and X-ray Strucural Analysis of Heavy Alkai Metal Monochalcogenocarboxylates" Bull.Chem.Soc.Jpn.68. 3507-3517 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 加藤晋二: "Thion (RCSOH),Selenon (RCSeOH) and Telluron Acids (RCTeOH) as Predominant Species" J.Am.Chem.Soc.(in press). (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 加藤晋二: "Preparation of Bis (phosphine) -bis (selenocarboxylato) -nickel (II),palldium (II) and platinum (II) complexes and their X-ray Crystal Struccture Analysis" J.Chem.Soc.,Dalton Trans.I. (in press). (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 村井利昭: "Selective Allylations of Selenothioic Acid S-Alkyl Esters with Allylic Bromides" Chem.Lett.,. 1057-1058 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 村井利昭: "Reaction of Selenoic Acid O-Methyl Esters with Aluminum Thiolates Leading to Aromatic Selenothioic Acid S-Alkyl Esters and Their Characterization" J.Org.Chem.,. 60. 2942-2945 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 神田貴宏: "Selenoarsenation of Alkynes" Organometallics. 14. 4975-4976 (1995)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Kawahara, S.Kato, T.Kanda, T.Murai, E.Ebihara: "Synthesis of Rubidium and Cesium Tellurocarboxylates and X-ray Strucural Analysis of Heavy Alkai Metal Monochalcogenocarboxylates" Bull. Chem. Soc. Jpn.68. 3507-3517 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] S.Kato, Y.Kawahara, H.Kageyama, R.Yamada, O.Niyomura, T.Murai, T.Kanda: "Thion (RCSOH), Selenon (RCSeOH) and Telluron Acids (RCTeOH) as Predominant Species" J.Am.Chem.(in press). (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] Y.Kawahara, S.Kato, T.Kanda, T.Murai, K.Miki: "Preparation of Bis (phosphine) bis (selenocarboxylato) -nickel (II), palldium (II) and platinum (II) complexes and their X-ray Crystal Structure Analysis" J.Chem. Soc., Dalton Trans. I. (in press). (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Murai, H.Takada, T.Kanda, S.Kato: "Selective Allylations of Selenothioic Acid S-Alkyl Esters with Allylic Bromides" hem. Lett.1057-1058 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Murai, Y.Ogino, T.Mizutani, T.Kanda, S.Kato: "Reaction of Selenoic Acid O-Methyl Esters with Aluminum Thiolates Leading to Aromatic Selenothioic Acid S-Alkyl Esters and Their Characterization" J.Org. Chem.60. 2942-2945 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] T.Kanda, T.Koike, S.Kagohashi, K.Mizoguchi, T.Murai, S.Kato: "Selenoarscnation of Alkynes" Organometallics. 14. 4975-4976 (1995)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1995 Final Research Report Summary
  • [Publications] 加藤晋二: "Synthesis of Rubidium and Cesium Tellurocarboxylates and X-ray StrucuralAnalysis of Heavy Alkai Metal Monochalcogenocarboxylates" Bull. Chem. Soc. Jpn.,. 68. 3507-3517 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 加藤晋二: "Thion(RCSOH), Selenon(RCSeOH)and Telluron Acids(RCTeOH)as Predominant Species" J.Am. Chem. Soc.118(in press). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] 加藤晋二: "Preparation of Bis(phosphine)-bis(selenocarboxylato)-nickel(II), Palldium(II)and platinum(II)complexes and their X-ray Crystal Structure Analysis" J.Chem. Soc. Dalton Trans. I. (in press). (1996)

    • Related Report
      1995 Annual Research Report
  • [Publications] 村井利昭: "Selective Allylations of Selenothioic Acid S-Alkyl Esters with Allylic Bromides" Chem. Lett.,. 1057-1058 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 村井利昭: "Reaction of Selenoic Acid O-Methyl Esters with Aluminum Thiolates Leading to Aromatic Selenothioic Acid S-Alkyl Esters and Their Characterization" J.Org. Chem.,. 60. 2942-2945 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 神田貴宏: "Selenoarsenation of Alkynes" Organometallics. 14. 4975-4976 (1995)

    • Related Report
      1995 Annual Research Report
  • [Publications] 加藤晋二: "Reactions of O‐Silyl Selenocarboxylates;IR and NMR Spectra of Heteroatom‐substituted Selenocarboxylates:" J.Chem.Soc.,Perkin Trans I. 1083-1088 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 加藤晋二: "Tautomeric Equilibrium between Selenol and Selenoxo Forms of Selenocarboxylic Acid" J.Am.Chem.Soc.2195-2196 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 村井利昭: "Rhodium(II) Acetate Catalyzed Hydrosilylation of Enamides and N‐Vinylureas Leading to 1‐(Trialkyl)silylamine Derivatives" J.Chem.Soc.,Chem.Commun.2143-2144 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 村井利昭: "Reaction of Selenothioic Acid S‐Alkyl Esters with Electron Ceficient Alkynes.Selective Synthesis of Cyclic Selenides and Acyclic Divinyl Selenides" Tetrahedron Lett.35. 8817-8820 (1994)

    • Related Report
      1994 Annual Research Report
  • [Publications] 神田貴宏: "Reaction of Lithiun 1‐Alkoxyeneselenolates with Propargylic Bromides:One‐pot Conversion to Poly‐substituted Selenophenes" Tetrahedron Lett.36(印刷中). (1995)

    • Related Report
      1994 Annual Research Report
  • [Publications] 神田貴宏: "A Convenient Generation of Allyl‐and Benzyllithiums from the Corresponding Halides by the Aid of Lithium‐Tellurium Exchange Reactions" J.Organomet.Chem.473. 71-83 (1994)

    • Related Report
      1994 Annual Research Report

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

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