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Development of New Organic Metals Based on TTF-Fused Donor Systems via "Complexation" of Organotin Compounds

Research Project

Project/Area Number 08640694
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Organic chemistry
Research InstitutionHimeji Institute of Technology

Principal Investigator

YAMADA Jun-ichi  Himeji Institute of Technology Faculty of Science Assistant Professor, 理学部, 助手 (90191311)

Project Period (FY) 1996 – 1997
Project Status Completed (Fiscal Year 1997)
Budget Amount *help
¥2,300,000 (Direct Cost: ¥2,300,000)
Fiscal Year 1997: ¥500,000 (Direct Cost: ¥500,000)
Fiscal Year 1996: ¥1,800,000 (Direct Cost: ¥1,800,000)
KeywordsOrganotin Compounds / Complexation / New TTF-Fused Donor Systems / New Organic metals / Trimethylaluminium / kappa-Type / Heterocycles / Boron Trifluoride / エステル / 金属的錯体 / 構造解析 / 物性
Research Abstract

We have found that the short-step synthesis of TTF-fused donor systems including new ones such as DHTTF-TTF,DTDT-TTF,and DSDTF-TTF fused donors is sffected via the Me_3 Al-promoted reaction of the tin-masked dithiolate and esters. Ten kinds of new metallic charge-transfer complex and salts could be cbtained from DHTTF-TTF donors. Particularly, an X-ray structure analysis of the metallic (EDDH-TTP)_2AuI_2 salt (sigma_<rt>=14S/cm) atable down to 4.2 K has revealed that EDDH-TTP is the first TTF-fused donor producing a kappa-type 2 : 1 salt ; note that many organic superconductors are of this structure. Despite the presence of a flexible trimethylenedithio group, the DTDT-TTF fused donor system provided seven kinds of new molecular-based organic metals. We have also succeeded in preparing four kinds of new organic metals from DSDTF-TTF fused donors.
In addition, the synthertic route to a new TTF family with extended periphery by addition of several heterocycles has been developed via the BF_3-promoted reaction of tin dithiolates with 1,2-dihaloheterocycles. Although this new TTF family has a bulky and nonplanar structure, the dioxane-, dithiane-, and dioxolane-appended TTF derivatives belonging to this family have found to produce metallic radical-cation salts.

Report

(3 results)
  • 1997 Annual Research Report   Final Research Report Summary
  • 1996 Annual Research Report
  • Research Products

    (71 results)

All Other

All Publications (71 results)

  • [Publications] G.Yu.Logvenov: "Anomalous Nernst effect in the mixed atate of the two-band organic superconductors κ-(BEDT-TTF)_2Cu〔N(CN)_2〕Br and κ-(BEDT-TTF)_2Cu(NCS)_2" Physica C. 264. 261-267 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: "Rapid oscillation in the organic conductor(TMTSF)_2ClO_4" Phys. Rev. B. 53. 14399-14405 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J. S. Brooks: "Magnet-oscillation in the high-magnetic-field state of(TMTSF)_2ClO_4" Phys.Rev.B. 53. 14406-14410 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives via Me_3Al-Promoted Reactions of Organotin Compounds with Esters" J.Org.Chem.61. 3987-3995 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] G.Yu.Logvenov: "Anomalous Behavior of the Thermoelectric Power in the Vicinity of the Superconducting Transition in the Organic Superconductors κ-(BEDT-TTF)_2Cu(NCS)_2 and κ-(BEDT-TTF)_2Cu〔N(CN)_2〕Br" J.Phys.I France. 6. 2051-2060 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "New organic metals based on vinylenedithio-annulated diselenadithiafulvalene derivatives" J.Chem.Soc.,Chem.Commun.1955-1956 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "Radical-cation salts based on TTF(s)-DHTTF (dihydrotetrathiafulvalene) fused donors:electrical conductivities and crystal structure" J.Chem.Soc.,Chem.Commun.2517-2518 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "A Rearrangement Approach to the Synthesis of New Electron Donors:TTF and DSDTF Derivatives with a 1,3-Dioxolane Ring" Tetrahedron Lett.38. 3439-3442 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: "Rapid oscillation and Fermi-surface reconstruction due to spin-density-wave formation in the organic conductor(TMTSF)_2PF_6" phys.Rev.B. 55. 12446-12453 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: "Two distinct magnetic oscillation in a high-field spin-density-wave phase for the organic conductor(TMTSF)_2ClO_4" phys.Rev.B. 55. 14387-14391 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "PREPARATION AND ELECTRICAL PROPERTIES OF RADICAL CATION SALTS BASED ON 1,3-DITHIANE DERIVATIVES" Mol.Cryst.Liq.Cryst.(Special Issue). 296. 53-59 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Ichimura: "STM Spectroscopy of(BEDT-TTF)_2Cu(NSC)_2" Synth.Met.85. 1543-1544 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "Synthesis of new TTF(s)-fused donors and elecrtrical conductivities of their radical cation salts" Synth.Met.86. 1823-1824 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: "Temperature and Magnetic Field Dependences of Rapid Oscillations in Field Induced Spin-Density-Wave Phase for(TMTSP)_2ClO_4" Synth.Met.86. 1909-1910 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Nomura: "NMR Study on the Spin-Density Wave Phase for(TMTSF)_2X" Synth.Met.86. 1951-1952 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Hoshikawa: "Sliding of the apin-density wave in (TMTSF)_2ClO_4" Synth.Met.86. 2099-2100 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S. Valfells: "^<77>Se NMR Study of the Spin Density Wave State in(TMTSF)_2PF_6" Synth.Met.86. 2109-2110 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] N.Matsunaga: "Anisotropic magnetoresistance of(TMTSF)_2ClO_4 in the metallic and SDW atate" Synth.Met.86. 2119-2120 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: "New organic metals based on a BEDT-TTF derivative with steric hindrance" J.Mater.Chem.7. 1311-1312 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: "ORIGIN OF RAPID OSCILLATION IN THE METALLIC PHASE FOR THE ORGANIC CONDUCTOR(TMTSF)_2ClO_4" Solide State Commun.103. 387-392 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Ichimura: "STM Spectroscopy of(BEDT-TTF)_2Cu(NSC)_2" physica C. 282〜287. 1895-1896 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nakatsuji: "PREPARATION AND PROPERTIES OF NEW MULTI-SPIN COMPLEXES" Mol.Cryst.Liq.Cryst.306. 409-414 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] G.Yu.Logvenov: ""Anomalous Nernst effect in the mixed atate of the two band organic superconductors kappa-(BEDT-TTF)_2Cu[N (CN)_2]Br and kappa-(BEDT-TTF)_2Cu (NCS)_2"" Physica C. 264. 261-267 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: ""Rapid oscillation in the organic conductor (TMTSF)_2ClO_4"" Phys.Rev.B,53. 14399-14405 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.S.Brooks: ""Magneto-oscillations in the high-magnetic-field state of (TMTSF)_2CIO_4"" Phys.Rev.B,53. 14406-14410 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives via Me_3Al-Promoted Reactions of Organotin Compounds with Esters"" J.Org.Chem.61. 3987-3995 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] G.Yu.Logvenov: ""Anomalous Behavior of the Thermoelectric Power in the Vicinity of the Superconducting Transition in the Organic Superconductors kappa-(BEDT-TTF)_2Cu(NCS)_2 and kappa-(BEDT-TTF)_2Cu [N (CN)_2] Br"" J.Phys.I France. 6. 2051-2060 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""New organic metals based on vinylenedithio-annulated diselenadithiafulvalene derivatives"" J.Chem.Soc., Chem.Commun. 1955-1956 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""Radical-cation salts based on TTF (s)-DHTTF (dihydrotetrathiafulvalene) fused donors : electrical conductivities and crystal structure"" J.Chem.Soc., Chem.Commun.2517-2518 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""A Rearrangement approach to the Synthesis of New electron Donoes : TTf and DSDTF Derivatives with a 1,3-Dioxolane Ring"" Tetrahedron Lett.38. 3439-3442 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: ""Rapid oscillation and Fermi-surface reconstruction due to spin-density-wave formation in the organic conductor (TMTSF)_2PF_6"" Phys.Rev.B,55. 12446-12453 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: ""Two distinct magnetic oscillations in a high-field spin-density-wave phase for the organic conducter (TMTSF)_2ClO_4"" Phys.Rev.B,55. 14387-14391 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""PREPARATION AND ELECTRICAL PROPERTIES OF RADICAL CATION SALTS BASED ON 1,3-DITHIANE DERIVATIVES"" Mol.Cryst.Liq.Cryst.(Special Issue). 296. 53-59 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.ichimura: ""STM Spectroscopy of (BEDT-TTF)_2Cu (NCS)_2"" Synth.met.85. 1543-1544 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""Synthesis of new TTF (s)-fused donors and electrical conductivities of their radical cation salts"" Synth.Met.85. 1823-1824 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: ""Temperature and Magnetic Field Dependences of Rapid Oscillation in Field Induced Spin-Density-Wave Phase for (TMTSF)_2 ClO_4"" Synth.Met.86. 1909-1910 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Nomura: ""NMR Study on the Spin-Density Wave Phase of (TMTSF)_2X"" Synth.Met.86. 1951-1952 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] A.Hoshikawa: ""Sliding of the spin-density wave in (TMTSF)_2ClO_4"" Synth.Met.86. 2099-2100 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Valfells: ""^<77>Se NMR Study of the Spin Density Wave State in (TMTSF)_2PF_6"" Synth.Met.86. 2109-2110 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] N.Matsunaga.: ""Anisotropic magneto resistance of (TMTSF)_2ClO_4 in the metallic and SDW State"" Synth.Met.86. 2119-2120 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] J.Yamada: ""New organic metals based on a BEDT-TTF derivative with steric hindrance"" J.Mater.Chem.7. 1311-1312 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Uji: ""ORIGIN OF RAPID OSCILLATION IN THE METALLIC PHASE FOR THE ORGANIC CONDUDTOR (TMTSF)_2ClO_4"" Solid State Commun.103. 387-392 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] K.Ichimura: ""STM Spectroscopy of (BEDT-TTF)_2Cu (NCS)_2"" Physica C. 282-287. 1895-1896 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] S.Nakatsuji: ""PREPARATION AND PROPERTIES OF NEW MULTI-SPIN COMPLEXES"" Mol.Cryst.Liq.Cryst.306. 409-414 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1997 Final Research Report Summary
  • [Publications] G.Yu.Logvenov: "Anomalous Nernst effect in the mixed state of the two-band organic superconductors κ-(BEDT-TTF)_2Cu[N(CN)_2]Br and κ-(BEDT-TTF)_2Cu(NCS)_2" Physica C. 264. 261-267 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Uji: "Rapid oscillation in the organic conductor (TMTSF)_2ClO_4" Phys.Rev.B. 53. 14399-14405 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.S.Brooks: "Magnet-oscillation in the high-magnetic-field state of (TMTSF)_2ClO_4" Phys.Rev.B. 53. 14406-14410 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives via Me_3Al-Promoted Reactions of Organotin Compounds with Esters" J.Org.Chem.61. 3987-3995 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] G.Yu.Logvenov: "Anomalous Behavior of the Thermoelectric Power in the Vicinity of the Superconducting Transition in the Organic Superconductors κ-(BEDT-TTF)_2Cu(NCS)_2 and κ-(BEDT-TTF)_2Cu[N(CN)_2]Br" J.Phys.I France. 6. 2051-2060 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "New organic metals based on vinylenedithio-annulated diselenadithiafulvalene derivatives" J.Chem.Soc., Chem.Commun.1955-1956 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "Radical-cation salts based on TTF(s)-DHTTF (dihydrotetrathiafulvalene) fused donors : electrical conductivities and crystal structure" J.Chem.Soc., Chem.Commun.2517-2518 (1996)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "A Rearrangement Approach to the Synthesis of New Electron Donors : TTF and DSDTF Derivatives with a 1,3-Dioxolane Ring" Tetrahedron Lett.38. 3439-3442 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Uji: "Rapid oscillation and Fermi-surface reconstruction due to spin-density-wave formation in the organic conductor (TMTSF)_2PF_6" Phys.Rev.B. 55. 12446-12453 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Uji: "Two distinct magnetic oscillation in a high-field spin-density-wave phase for the organic conductor (TMTSF)_2ClO_4" Phys.Rev.B. 55. 14387-14391 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "PREPARATION AND ELECTRICAL PROPERTIES OF RADICAL CATION SALTS BASED ON 1,3-DITHIANE DERIVATIVES" Mol.Cryst.Liq.Cryst.(Special Issue). 296. 53-59 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Ichimura: "STM Spectroscopy of (BEDT-TTF)_2Cu(NSC)_2" Synth.Met.85. 1543-1544 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "Synthesis of new TTF(s)-fused donors and electrical conductivities of their radical cation salts" Synth.Met.86. 1823-1824 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Uji: "Temperature and Magnetic Field Dependences of Rapid Oscillations in Field Induced Spin-Density-Wave Phase for (TMTSF)_2ClO_4" Synth.Met.86. 1909-1910 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Nomura: "NMR Study on the Spin-Density Wave Phase for (TMTSF)_2X" Synth.Met.86. 1951-1952 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] A.Hoshikawa: "Sliding of the spin-density wave in (TMTSF)_2ClO_4" Synth.Met.86. 2099-2100 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Valfells: "^<77>Se NMR Study of the Spin Density Wave State in (TMTSF)_2PF_6" Synth.Met.86. 2109-2110 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] N.Matsunaga: "Anisotropic magnetoresistance of (TMTSF)_2Cl_4 in the metallic and SDW state" Synth.Met.86. 2119-2120 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] J.Yamada: "New organic metals based on a BEDT-TTF derivative with steric hindrance" J.Mater.Chem.7. 1311-1312 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Uji: "ORIGIN OF RAPID OSCILLATION IN THE METALLIC PHASE FOR THE ORGANIC CONDUCTOR (TMTSF)_2ClO_4" Solide State Commun.103. 387-392 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Ichimura: "STM Spectroscopy of (BEDT-TTF)_2Cu(NSC)_2" physica C. 282-287. 1895-1896 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] S.Nakatsuji: "PREPARATION AND PROPERTIES OF NEW MULTI-SPIN COMPLEXES" Mol.Cryst.Liq.Cryst.306. 409-414 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] J. Yamada: "Synthesis of Unsymmetrical Tetrathiafulvalene Derivatives via Me_3Al-Promoted Reactions of Organotin Compounds with Esters" J. Org. Chem.61. 3987- (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] J. Yamada: "New Organic Metals Based on Vinylenedithio-annulated DSDTF Derivatives" J. Chem. Soc., Chem. Commun.1995- (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] J. Yamada: "Radical Cation Salts Based on TTF (s) -DHTTF (Dihydrotetrathiafulvalene) Fused Donors : Electrical Conductivities…" J. Chem. Soc., Chem. Commun.2517- (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] J. Yamada: "Synthesis of New TTF (s) -Fused Donors and Electrical Conductivities of Their Radical Cation Salts" Synth. Met.(in press).

    • Related Report
      1996 Annual Research Report
  • [Publications] J. Yamada: "Praparation and Electrical Properties of Radical Cation Salts Based on 1, 3-Dithiane Derivatives" Mol. Cryst. Liq. Cryst.(in press).

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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