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Study of Synthesis and Physical Properties of New Electron Donor Compounds Incorporating Ferrocene Moiety as New Conductors

Study of Synthesis and Physical Properties of New Electron Donor Compounds Incorporating Ferrocene Moiety as New Conductors
含二茂铁部分作为新型导体的新型给电子体化合物的合成及物理性能研究
批准号:
12650844
负责人:
IZUMI Taeko
金额:
$2.43万
依托单位:
依托单位国家:
日本
项目类别:
Grant-in-Aid for Scientific Research (C)
财政年份:
2000
资助国家:
日本
项目状态:
已结题
起止时间:
2000 至 2001

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中文摘要
翻译
寻找新的电活性材料是目前化学家们非常活跃的研究课题。近年来,合成新的π扩展给体已成为许多化学家感兴趣的领域。用含二茂铁基团的共轭间隔剂分离了若干π-扩展共轭四硫代富勒烯(TTF)类似物作为新的π-给体,并通过实验技术和光谱分析对其结构和物理性质进行了表征。以二茂铁和二茂铁醌为对照,研究了扩展二茂铁给体的紫外可见光谱和循环伏安。以单波形式观察到三电子氧化还原行为。吸收光谱显示出轻微的红移和强度的轻微增加。另一方面,报道了一种合成新型四硫代戊二甲酯(TTF-DME)的简便方法。通过引入酯配位功能作为双官能团的新给体,制备了四硫代戊二甲基醚ttf -二甲醚。用循环伏安法研究了TTF-DME的氧化还原行为,并与众所周知的DB-TTF进行了比较。观察到双电子氧化还原行为为两波。此外,二茂铁基酮化合物的合成并进行作为Wittig-Horner反应的开始是我们主题的目的。二茂铁基酮通过上述方法合成,并与1,3 -苯二噻唑-2-膦酸酯在n-BuLi存在下,在- 78℃的干燥四氢呋喃中反应生成相应的二茂铁-二硫代烯(Fc-DTF)和二茂铁-四硫代烯(Fc-TTF)。利用紫外可见光谱和循环伏安分光光度计(CV)研究了新给体化合物的电化学性质。并与二茂铁和二苯并四噻吩进行了循环伏安(CV)和吸收光谱的比较。两个电子和三个电子的氧化还原行为作为两个波被观察到。
英文摘要
The search for new electro active materials is nowadays very active field of research topic for chemists. Recently, the synthesis of new π-extended donors has become a great area of interest for many chemists. A number of π-extended conjugated tetrathiafulvalen (TTF) analogues separated by a conjugated spacer incorporating ferrocene moiety were successively synthesized as new π-donors and their structure and physical properties were characterized both by experimental techniques and spectral analysis. UV-Vis spectra and cyclic voltammetry of the π-extended ferrocenyl donor were studied in comparison with ferrocene, and ferrocenylquinone. A three-electron redox behavior was observed as a single wave. The absorption spectrum showed a slight red-shift and slight increase in the intensity.On the other hand, a simple route for synthesis of new tetrathiafulvalene dimethyl ester (TTF-DME) is reported. The tetrathifulvalene dimethylester TTF-DME has been prepared by introducing an ester coordination function as a bifunctional new donor. The redox behavior of the TTF-DME was investigated in comparison to the well-known DB-TTF by cyclic voltammetry. A two-electron redox behavior was observed as a two waves.Moreover, the synthesis of ferrocenylketone compounds and conducted to be a starting for the Wittig-Horner reaction is the aim of our topic. The ferrocenylketones have been synthesized via described methods, and allowed to react with l,3-benzodithiole-2-phosphonate ester in the presence of n-BuLi at - 78℃ in dry THF to afford the corresponding ferrocene-dithiafulvalenes (Fc-DTF's) and ferrocene-tetrathiafulvalene (Fc-TTF). Electrochemical properties of the new donor compounds were studied using UV-Vis spectra and cyclic voltamogram spectrophotometer (CV). Cyclic voltammetry (CV) and absorption spectra of the new compounds were studied in comparison with ferrocene and dibenzo-tetrathiafulvalene. A two-electron and three-electron redox behavior was observed as a two waves.
期刊论文(7)
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会议论文
Abd El-Wareth A.O.Sarhan, Makoto Murakami, Taeko Izumi: "Synthesis of new Functionalized Compounds Related to π-Extended Tetrathiafulvalenes with Quinonoidal Structures Bearing a Ferrocene moiety"Monatshefte for Chemie. (in press).
Abd El-Wareth A.O.Sarhan、Makoto Murakami、Taeko Izumi:“与带有二茂铁部分的醌型结构的 π 扩展四硫富瓦烯相关的新型功能化化合物的合成”Monatshefte for Chemie(正在出版)。
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Abd El-Wareth Sarhan, Taeko Izumi: "An efficient synthesis of 2-(3-methylbutoxy)-1, 3-benzodithiole"J.Chem.Research (S). 11-12 (2002)
Abd El-Wareth Sarhan、Taeko Izumi:“2-(3-甲基丁氧基)-1, 3-苯并二硫醇的有效合成”J.Chem.Research (S)。
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Abd EL-Wareth Sarhan and Taeko Izumi: "An Efficient synthesis of 2-(3-methylbutoxy)-1, 3-benzodithiole"J. Chem, Research. (S). 11-12 (2002)
Abd EL-Wareth Sarhan 和 Taeko Izumi:“2-(3-甲基丁氧基)-1, 3-苯并二硫醇的高效合成”J。
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Abd El-Wareth A. O. Sarhan, Makoto Murakami, and Taeko Izumi: "Synthesis of new functionalized compounds related to π-extened tetrathiafulvalenes with quinonoidal structures bearing a ferrocene moiety"Monatsshefte fur Chemie. (in Press).
Abd El-Wareth A. O. Sarhan、Makoto Murakami 和 Taeko Izumi:“与带有二茂铁部分的醌型结构的 π 延伸四硫富瓦烯相关的新型功能化化合物的合成”Monatsshefte Fur Chemie(正在出版)。
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共 7 条
    Visualization of the care - Care Skill Analysis list and Development of the tacit knowledge management tool-
    • 批准号:
      15K04002
    • 项目类别:
      Grant-in-Aid for Scientific Research (C)
    • 资助金额:
      $1.41万
    • 财政年份:
      2015
    • 负责人:
      IZUMI Taeko
    • 依托单位:
    Synthesis and Application of New Conductive Compounds Bearing Ferrocene and S-Heterocycles.
    • 批准号:
      15550158
    • 项目类别:
      Grant-in-Aid for Scientific Research (C)
    • 资助金额:
      $2.05万
    • 财政年份:
      2003
    • 负责人:
      IZUMI Taeko
    • 依托单位:
    Study of Synthesis and Physical Properties of New Porpyrin Compounds Incorporating Ferrocene Ring
    • 批准号:
      09650947
    • 项目类别:
      Grant-in-Aid for Scientific Research (C)
    • 资助金额:
      $2.18万
    • 财政年份:
      1997
    • 负责人:
      IZUMI Taeko
    • 依托单位:
    Asymmetric Reaction of ferrocene Derivatives Using Microbe or Enzyme.
    • 批准号:
      02640377
    • 项目类别:
      Grant-in-Aid for General Scientific Research (C)
    • 资助金额:
      $1.34万
    • 财政年份:
      1990
    • 负责人:
      IZUMI Taeko
    • 依托单位:
    海外基金