1-(6-azidohexyl)ferrocene | 151781-66-7

• 分子结构分类: 有机化合物
• 英文名称: 1-(6-azidohexyl)ferrocene
• 英文别名: (6-azidohexyl)ferrocene；2-(6-azidohexyl)cyclopenta-1,3-diene;cyclopenta-1,3-diene;iron(2+)
• CAS: 151781-66-7
• 化学式: C₁₆H₂₁FeN₃
• 分子量: 311.21
• InChiKey: XDSNZUPFHKVIQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  14.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(6-azidohexyl)ferrocene 、 lithium aluminium tetrahydride 以 乙醚 为溶剂， 以80%的产率得到cyclopenta-1,3-diene;6-cyclopenta-2,4-dien-1-ylhexan-1-amine;iron(2+)
  参考文献：
  名称：

  镍电极上异氰酸酯的自组装单分子层。

  摘要：

  DOI：

  10.1002/anie.200500942
• 作为产物：
  描述：

  (6-溴己基)二茂铁 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以98%的产率得到1-(6-azidohexyl)ferrocene
  参考文献：
  名称：

  Bilayer Molecular Electronics: All-Carbon Electronic Junctions Containing Molecular Bilayers Made with “Click” Chemistry

  摘要：

  Bilayer molecular junctions were fabricated by using the alkyne/azide "click" reaction on a carbon substrate, followed by deposition of a carbon top contact in a crossbar configuration. The click reaction on an alkyne layer formed by diazonium reduction permitted incorporation of a range of molecules into the resulting bilayer, including alkane, aromatic, and redox-active molecules, with high yield (>90%) and good reproducibility. Detailed characterization of the current-voltage behavior of bilayer molecular junctions indicated that charge transport is consistent with tunneling, but that the effective barrier does not strongly vary with molecular structure for the series of molecules studied.

  DOI：

  10.1021/ja4065443

文献信息

• Synthesis of Di- and Triterpenoid Ferrocenyltriazoles
  作者：L. V. Pavlogradskaya、D. A. Shemyakina、D. V. Eroshenko、I. A. Borisova、V. A. Glushkov

  DOI：10.1134/s1070428018010128

  日期：2018.1

  Ferrocene conjugates with a lupane triterpenoid linked through a triazole ring and C-3 or C-6 hydrocarbon tether were synthesized by reaction of ferrocenylalkylazides with betulonic acid propargyl ester. Analogous conjugates were obtained from dehydroabietic acid propargyl ester.