[(ferrocenyl)ethynyl]zinc chloride | 402859-39-6

• 英文名称: [(ferrocenyl)ethynyl]zinc chloride
• 英文别名: (ferrocenylethynyl)zinc chloride；ferrocenylethynyl zinc chloride；ZnClC2(ferrocenyl)
• CAS: 402859-39-6
• 化学式: C₁₂H₉ClFeZn
• 分子量: 309.893
• InChiKey: KONJXMTVMDQNIU-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 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：
  None

反应信息

• 作为反应物：
  描述：

  ruthenium penta[4-bromophenyl]cyclopentadienylhydrotris(imidazolyl) borate 、 [(ferrocenyl)ethynyl]zinc chloride 在 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 以80%的产率得到ruthenium penta[4-[(ferrocenyl)ethynyl]phenyl]cyclopentadienylhydrotris(imidazolyl) borate
  参考文献：
  名称：

  Design and synthesis of the active part of a potential molecular motor

  摘要：

  文中描述了钌配合物的合成和设计，以及其物理化学性质，展示了其作为单分子旋转马达的潜力。

  DOI：

  10.1039/b415214j
• 作为产物：
  描述：

  二茂铁乙炔 、 zinc(II) chloride 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 [(ferrocenyl)ethynyl]zinc chloride
  参考文献：
  名称：

  Design and synthesis of the active part of a potential molecular motor

  摘要：

  文中描述了钌配合物的合成和设计，以及其物理化学性质，展示了其作为单分子旋转马达的潜力。

  DOI：

  10.1039/b415214j

文献信息

• How Do Redox Groups Behave around a Rigid Molecular Platform? Hexa(ferrocenylethynyl)benzenes and Their “Electrostatic” Redox Chemistry
  作者：Abdou K. Diallo、Jean-Claude Daran、François Varret、Jaime Ruiz、Didier Astruc

  DOI：10.1002/anie.200900216

  日期：2009.4.14

  A new family of hexakis(ferrocenylethynyl)benzenes was synthesized by Negishi coupling from ethynylferrocenes and C6Br6 and can be reversibly oxidized to stable hexaferrocenium salts (see picture, ArF=[3,5‐C6H3(CF3)2]). Their cyclic voltammograms show a single six‐electron wave, three distinct two‐electron waves, or a cascade of six single‐electron waves, depending on the electrolyte counterion and

  Negishi偶联通过乙炔基二茂铁和C 6 Br 6合成了一个新的六（二茂铁基乙炔基）苯族，并且可以可逆地氧化成稳定的六茂铁鎓盐（参见图片，Ar F = [3,5-C 6 H 3（CF 3））2 ]）。它们的循环伏安图显示单个六电子波，三个截然不同的两个电子波或六个六个单电子波的级联，具体取决于电解质的抗衡离子和二茂铁基上的甲基取代基数量。
• Synthesis of triester-functionalized molecular motors incorporating bis-acetylide trans-platinum insulating fragments
  作者：Guillaume Vives、Alexandre Carella、St?phanie Sistach、Jean-Pierre Launay、Gw?na?l Rapenne

  DOI：10.1039/b605509e

  日期：——

  bond–platinum–triple bond sequence (trans-bis(ferrocenylethynyl)bis(triethylphosphine)platinum(II), 2) have been synthesized. The electronic coupling between the ferrocene groups has been estimated from the intensity of the intervalence transition in the electrochemically generated mixed valence complexes. Upon insertion of a platinum fragment a weak attenuation was observed, with the Vab parameter decreasing

  双二茂铁化合物通过两个三键（1,4-二（二茂铁基）丁二炔1）或三键-铂-三重键序列（反式双（二茂铁基乙炔基）双（三乙基膦）铂（II），2）已经合成。二茂铁基团之间的电子偶合已经从电化学产生的混合化合价络合物中的间隔跃迁的强度进行了估计。插入铂片段后，观察到弱衰减，V ab参数从1的0.036 eV降低到2的0.025 eV。还进行了理论研究，使用DFT进行几何优化，并使用ExtendedHückel理论进行电子耦合估计。已发现，对于2模型，电子耦合从1的0.090 eV降低到0.022 eV 。在这项工作的第二部分中，我们描述了结合了配体氢三[6-（乙氧基羰基）吲唑-1-基]硼酸酯的两个分子马达的合成，该配体表现出三个侧基酯基，专用于锚定在氧化物表面上。该定子通过钌中心连接到带有二茂铁末端电活性基团的五取代的环戊二烯基转子，该转子通过苯基乙炔基间隔基（配合物4）或含有双乙炔基的间隔基连接反铂绝缘碎片（复合物8）。
• Ferrocenyl-Terminated Redox Stars: Synthesis and Electrostatic Effects in Mixed-Valence Stabilization
  作者：Abdou K. Diallo、Christelle Absalon、Jaime Ruiz、Didier Astruc

  DOI：10.1021/ja109380u

  日期：2011.1.26

  A family of rigid ferrocenyl-terminated redox stars has been synthesized-by Negishi coupling, including hexa(ferrocenethynyl)benzene complexes, a dodecaferrocenyl star, and stars with extended rigid tethers and fully characterized. Cyclic voltammetry (CV) studies of the parent complex hexa(ferrocenyl-ethynyl)benzene, 1, show a single wave for the six-electron oxidation of 1 using Nn-Bu4PF6 as the supporting electrolyte on a Pt anode in CH2Cl2, whereas three distinct two-electron reversible CV waves are observed using Nn-Bu4BAr4F (Ar-F = 3,5-C6H3-(CF3)(2)). The CV of 1,3,5-tris(ferrocenylethynyl)benzene, 11, also shows only one wave for the three-electron transfer with Nn-Bu4PF6 and three one-electron waves using Nn-Bu4BAr4F. This confirms the lack of electronic communication between the ferrocenyl groups and a significant electrostatic effect among the oxidized ferrocenyl groups. This effect is not significant between para-ferrocenyl groups in 1,4-bis(ferrocenylethynyl)benzene for which only a single wave is observed even with Nn-Bu4BAr4F as the supporting electrolyte. The para-ferrocenyl substituents are quite independent, which explains that two para-ferrocenyl groups are oxidized at about the same potential in a single CV wave of 1. With the additional steric bulk introduced with a methyl substituent on the ferrocenyl group, however, even the para-methylferrocenyl groups are submitted to a small electrostatic effect splitting the six-electron transfer into six single-electron waves, probably because of the overall steroelectronic constraints. Contrary to 11, 1,3-bis(ferrocenylethynyl)benzene and related complexes with a third, different substituent in the remaining meta position different from a ferrocenylethynyl only show a single two-electron wave using Nn-Bu4BAr4F, which is attributed to the transoid conformation of the ferricinium groups minimizing the electrostatic effect. This shows that, in 11, it is the steric frustration that is responsible for the electrostatic effect, and the same occurs in 1. In several cases, Delta E-p is much larger than the expected 60 mV value, characterizing a quasi-reversible (i.e., relatively slow) redox process. It is suggested that this slower electron transfer be attributed to conformational rearrangement of the ferrocenyl groups toward the transoid position in the course of electron transfer. Thus both the thermodynamic and kinetic aspects of the electrostatic factor (isolated from the electronic factor), including the frustration effect, are characterized. The distinction between the electronic communication and through-space electrostatic effect was made possible in all of these complexes in which the absence of wave splitting using a strongly ion-pairing electrolyte shows the absence of significant electronic communication, and was confirmed by the new frustration phenomenon.