1'-(5-(5'-bromo-2,2'-bithiophenyl))-2,5-dimethylazaferrocene | 1154442-85-9

• 英文名称: 1'-(5-(5'-bromo-2,2'-bithiophenyl))-2,5-dimethylazaferrocene
• CAS: 1154442-85-9
• 化学式: C₁₉H₁₆BrFeNS₂
• 分子量: 458.226
• InChiKey: AOVRGGCNTKILIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  2,5-dimethylazaferrocene 、 1'-(5-(5'-bromo-2,2'-bithiophenyl))-2,5-dimethylazaferrocene 在 bis-triphenylphosphine-palladium(II) chloride TMEDA 、 ZnCl₂ 、 sec-C₄H₉Li 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 以73%的产率得到5,5'-di(1'-(2,5-dimethylazaferrocenyl))-2,2'-bithiophene
  参考文献：
  名称：

  The synthesis and electrochemistry of 2,5-dimethylazaferrocenes with heteroaryl bridges

  摘要：

  We report on the synthesis of complexes having two equivalent redox active 2,5-dimethylazaferrocenyl entities connected by heteroaryl (heteroaryl = thiophenyl, bithiophenyl and pyridyl) bridges. The new compounds have been investigated by various electrochemical techniques including cyclic voltammetry (CV), differential pulse voltammetry (DPV) and square wave voltammetry (SW) and were found to exhibit two consecutive reversible or partially reversible one-electron oxidations. Comproportionation constants (K-c) calculated from Delta E-1/2 values indicate that the thermodynamic stability of their monoxidized forms exceeds those of analogous ferrocenes. In this paper we also report the X-ray crystal structure and UV-Vis spectroelectrochemistry of parent 2,5-dimethylazaferrocene. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.09.003
• 作为产物：
  描述：

  5,5'-二溴-2,2'-联噻吩 、 2,5-dimethylazaferrocene 在 bis-triphenylphosphine-palladium(II) chloride TMEDA 、 ZnCl₂ 、 sec-C₄H₉Li 作用下， 以 四氢呋喃 、 环己烷 为溶剂， 以45%的产率得到1'-(5-(5'-bromo-2,2'-bithiophenyl))-2,5-dimethylazaferrocene
  参考文献：
  名称：

  The synthesis and electrochemistry of 2,5-dimethylazaferrocenes with heteroaryl bridges

  摘要：

  We report on the synthesis of complexes having two equivalent redox active 2,5-dimethylazaferrocenyl entities connected by heteroaryl (heteroaryl = thiophenyl, bithiophenyl and pyridyl) bridges. The new compounds have been investigated by various electrochemical techniques including cyclic voltammetry (CV), differential pulse voltammetry (DPV) and square wave voltammetry (SW) and were found to exhibit two consecutive reversible or partially reversible one-electron oxidations. Comproportionation constants (K-c) calculated from Delta E-1/2 values indicate that the thermodynamic stability of their monoxidized forms exceeds those of analogous ferrocenes. In this paper we also report the X-ray crystal structure and UV-Vis spectroelectrochemistry of parent 2,5-dimethylazaferrocene. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2008.09.003