tert-butylferrocene di-sulfonic acid | 959215-48-6

• 英文名称: tert-butylferrocene di-sulfonic acid
• CAS: 959215-48-6
• 化学式: C₁₄H₁₈FeO₆S₂
• 分子量: 402.272
• InChiKey: NBKUKGUTMRXKPI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  tert-butylferrocene di-sulfonic acid 、 tert-butylferrocene di-sulfonic acid 、 potassium hydroxide 以 水 为溶剂， 生成 t-butylferrocene di-sulfonate potassium salt 、 t-butylferrocene di-sulfonate potassium salt
  参考文献：
  名称：

  Synthesis and characterisation of water soluble ferrocenes: Molecular tuning of redox potentials

  摘要：

  A range of novel water-soluble alkylated ferrocene sulfonate compounds are reported. Mono- and di-sulfonation on a series of alkyl ferrocenes produced 1,1'-dimethyl ferrocene sulfonate, 1,1'-dimethyl ferrocene disulfonate, 1,1'-diethyl ferrocene sulfonate, 1,1'-diethyl ferrocene disulfonate, t-butyl ferrocene sulfonate, t-butyl ferrocene disulfonate, ethyl ferrocene sulfonate, ethyl ferrocene disulfonate, n-butyl ferrocene sulfonate and n-butyl ferrocene disulfonate. All compounds were characterized by NMR spectroscopy, UV/Vis spectroscopy and electrochemical analysis. H-1 and C-13 NMR studies have revealed the formation of several isomers with sulfonation occurring on positions alpha and beta to the alkyl substituent or on the unsubstituted cyclopentadienyl ring. Variation of the alkyl group allowed the isomeric pattern to be tuned such that the final products followed either electronic or steric control. Cyclic voltammetry of the resulting products showed that the redox potential of the iron centre can be easily manipulated by changing the substituents on the cyclopentadienyl rings. This result has significant implications in the future development of homogenous redox mediators for sensing applications. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.07.048
• 作为产物：
  描述：

  tert-butylferrocene 、 硫酸 以 乙酸酐 为溶剂， 生成 tert-butylferrocene di-sulfonic acid 、 tert-butylferrocene di-sulfonic acid
  参考文献：
  名称：

  Synthesis and characterisation of water soluble ferrocenes: Molecular tuning of redox potentials

  摘要：

  A range of novel water-soluble alkylated ferrocene sulfonate compounds are reported. Mono- and di-sulfonation on a series of alkyl ferrocenes produced 1,1'-dimethyl ferrocene sulfonate, 1,1'-dimethyl ferrocene disulfonate, 1,1'-diethyl ferrocene sulfonate, 1,1'-diethyl ferrocene disulfonate, t-butyl ferrocene sulfonate, t-butyl ferrocene disulfonate, ethyl ferrocene sulfonate, ethyl ferrocene disulfonate, n-butyl ferrocene sulfonate and n-butyl ferrocene disulfonate. All compounds were characterized by NMR spectroscopy, UV/Vis spectroscopy and electrochemical analysis. H-1 and C-13 NMR studies have revealed the formation of several isomers with sulfonation occurring on positions alpha and beta to the alkyl substituent or on the unsubstituted cyclopentadienyl ring. Variation of the alkyl group allowed the isomeric pattern to be tuned such that the final products followed either electronic or steric control. Cyclic voltammetry of the resulting products showed that the redox potential of the iron centre can be easily manipulated by changing the substituents on the cyclopentadienyl rings. This result has significant implications in the future development of homogenous redox mediators for sensing applications. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.07.048