1-ferrocenedodecanol | 69661-85-4

• 英文名称: 1-ferrocenedodecanol
• 英文别名: undecylferrocenealcohol
• CAS: 69661-85-4
• 化学式: C₂₂H₃₄FeO
• 分子量: 370.358
• InChiKey: FASLINJJKIGWGM-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：

  1-ferrocenedodecanol 、 二甲胺 在 吡啶 、 乙酸酐 作用下， 以 水 、 乙腈 为溶剂， 反应 24.0h， 以0.477 g的产率得到1-ferrocenyl-N,N-dimethyldodecan-1-amine
  参考文献：
  名称：

  1-二茂铁基烷基胺与烯丙基的活化和取代：在4-（1-二茂铁基烷基）吡唑的三组分合成中的应用

  摘要：

  已经开发出一锅，两步三组分合成4-（1-二茂铁基烷基）吡唑的方法，包括在温和条件下用烯丙基活化和取代1-二茂铁基烷基胺。在室温下，在存在吡啶二甲酸的情况下，一定范围的一系列1-二茂铁基烷基胺与烯丙基反应，而没有空气和湿气的挤出，并将所得粗产物用肼处理，得到结构多样的4-（1-二茂铁基烷基）吡唑，中等至良好。产量。而且，三组分反应成功地扩展到对映体富集的α-二茂铁基苄基胺，并且完全保留了构型。

  DOI：

  10.1021/acs.orglett.7b02830
• 作为产物：
  描述：

  undecyl ferrocenylketone 在 sodium tetrahydroborate 、 乙醇 作用下， 生成 1-ferrocenedodecanol
  参考文献：
  名称：

  1-二茂铁基烷基胺与烯丙基的活化和取代：在4-（1-二茂铁基烷基）吡唑的三组分合成中的应用

  摘要：

  已经开发出一锅，两步三组分合成4-（1-二茂铁基烷基）吡唑的方法，包括在温和条件下用烯丙基活化和取代1-二茂铁基烷基胺。在室温下，在存在吡啶二甲酸的情况下，一定范围的一系列1-二茂铁基烷基胺与烯丙基反应，而没有空气和湿气的挤出，并将所得粗产物用肼处理，得到结构多样的4-（1-二茂铁基烷基）吡唑，中等至良好。产量。而且，三组分反应成功地扩展到对映体富集的α-二茂铁基苄基胺，并且完全保留了构型。

  DOI：

  10.1021/acs.orglett.7b02830

文献信息

• Synthesis and biological evaluation of novel ferrocene–naphthoquinones as antiplasmodial agents
  作者：Pedro M. García-Barrantes、Guy V. Lamoureux、Alice L. Pérez、Rory N. García-Sánchez、Antonio R. Martínez、Arturo San Feliciano

  DOI：10.1016/j.ejmech.2013.10.011

  日期：2013.12

  This work deals with the synthesis and evaluation of new compounds designed by combination of 1,4naphthoquinone and ferrocene fragments in a 3-ferrocenylmethy1-2-hydroxy-1,4-naphthoquinone arrangement. A practical coupling reaction between 2-hydroxy-1,4-naphthoquinone and ferrocenemethanol derivatives has been developed. This procedure can be carried out "on-water", at moderate temperatures and without auxiliaries or catalysts, with moderate to high yields. The synthesized derivatives have shown significant in vitro antiplasmodial activity against chloroquine-sensitive and resistant Plasmodium falciparum strains and it has been shown that this activity is not related to the inhibition of biomineralization of ferriprotoporphyrin IX. Binding energy calculations and docking of these compounds to cytochrome b in comparison with atovaquone have been performed. (C) 2013 Elsevier Masson SAS. All rights reserved.
• Headgroup Immersion Depth and Its Effect on the Lateral Diffusion of Amphiphiles at the Air/Water Interface
  作者：Young Soo Kang、Marcin Majda

  DOI：10.1021/jp993566m

  日期：2000.3.1

  Two-dimensional electrochemical measurements were carried out with line microelectrodes positioned in the plane of the air/water interface to characterize the lateral mobilities of several long alkyl chain ferrocene amphiphiles possessing headgroups of different polarity, In the liquid range of mean molecular areas (MMA) of 55-95 Angstrom(2)/molecule, the diffusion constants increase linearly with MMA. The slopes of these linear plots depend strongly on the headgroup polarity, demonstrating that the immersion depth of the amphiphiles is the key factor in determining their lateral mobility. Investigations of the alkane chain length dependence revealed an unusual inverse effect on D. This suggests that for this class of amphiphiles the immersion depth depends not only on the headgroup polarity but also on the length of chains. Thus, the longer alkane chain amphiphiles exhibit smaller immersion depth and larger diffusion constants of lateral mobility. The effects of the immersion depth and chain length were analyzed in terms of a modified hydrodynamic model of Saffman and Delbruck. Quantitative analysis of the experimental data yielded the average values of the headgroup immersion depth for the dodecane- and hexadecaneferrocenecarboxamides of 6.4 and 4.0 Angstrom, respectively.