3-(11''-mercaptoundecyl)-1,1'-biferrocenylene | 1398121-71-5

• 英文名称: 3-(11''-mercaptoundecyl)-1,1'-biferrocenylene
• CAS: 1398121-71-5
• 化学式: C₃₁H₃₈Fe₂S
• 分子量: 554.403
• InChiKey: XGESCPMXWFYTLJ-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

• 作为产物：
  描述：

  3-(11''-bromoundecyl)-1,1'-biferrocenylene 在 硫脲 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 12.0h， 以77%的产率得到3-(11''-mercaptoundecyl)-1,1'-biferrocenylene
  参考文献：
  名称：

  Redox-Stable SAMs in Water (pH 0–12) from 1,1′-Biferrocenylene-Terminated Thiols on Gold

  摘要：

  Redox-active alkyl and acyl SAMs (self-assembled monolayers) on gold prepared from BFD-terminated thiols (BFD = bis(fulvalene)diiron, 1,1'-biferrocenylene) have been investigated in aqueous buffered solutions at various pH values by electroanalytical methods, and their redox potentials were determined at pH 7. Excellent redox stability over the whole range from pH 0 to 12, far superior to that of the corresponding ferrocene-terminated SAMs, is established by oxidizing alkanethiol BFD-SAMs to alkanethiol BFD+-SAMs for more than 1 h without any significant decomposition (<3%). The high stability and full reversibility suggests profitable use for diverse redox applications in aqueous solution. As a proof of concept, the utility of alkanethiol BFD SAMs for controlling surface wetting properties is demonstrated in contact angle changes of 25 degrees by triggering the BFD/BFD+ redox process.

  DOI：

  10.1021/om300718k