(η(5)-C5H5)Fe(η(5)-C5H4-1,2-closo-C2B10H11) | 11064-94-1

• 英文名称: (η(5)-C5H5)Fe(η(5)-C5H4-1,2-closo-C2B10H11)
• 英文别名: 1-ferrocenyl-1,2-dicarba-closo-dodecaborane；1-ferrocenyl-o-carborane
• CAS: 11064-94-1
• 化学式: C₁₂H₂₀B₁₀Fe
• 分子量: 328.248
• InChiKey: XAEQBYZDABHQGF-UHFFFAOYSA-N

物化性质

• 熔点：
  121-123 °C(Solvent: Chloroform)

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：

  (η(5)-C5H5)Fe(η(5)-C5H4-1,2-closo-C2B10H11) 、 potassium hydroxide 以 乙醇 为溶剂， 以94%的产率得到K[(η(5)-C5H5)Fe(η(5)-C5H4-7,8-nido-C2B9H11)]
  参考文献：
  名称：

  Ferrocenyl substituted carboranes: synthesis and characterisation

  摘要：

  The reaction between ethynyl ferrocene and decaborane affords the new ferrocenyl substituted carborane 1-{Fc}-1,2-closo-C2B10H11 1 [Fc = (eta(5)-C5H4)Fe(eta(5)-C5H5)]. Deboronation of 1 gives K[7-{Fc}-7,8-nido-C2B9H11] 2, and subsequent metallation, using the {Ru(p-cym)} fragment, affords the novel ferrocenyl substituted ruthenacarborane 1-{Fc}-3-(p-cym)-3,1,2-closo-RuC2B9H10 3 (p-cym = 1-Me-C4H4-4-Pr-i). Reaction between bis(methylethynyl)ferrocene and decaborane affords the bis carborane substituted ferrocene l,l'-{Fc'}-{2-Me-1,2-closo-C2B10H10}(2), 4 [Fc' = (eta(5)-C5H4)Fe(eta(5)-C5H4)]. Deboronation of 4 results in the formation [HNMe3](2)[7,7'-{Fc'}-{7-Me-7,8-nido-C2B9H10}(2)], 5, isolated as a syn and anti diastereoisomeric pair. Metallation of 5 affords the trimetallic ruthenacarborane 1,1-{Fc'}-{2-Me-3-(p-cym)-3,1,2-closo-RuC2B9H9}(2) 3, as a mixture of syn and anti diastereoisomers. All the new complexes have been fully characterised by multinuclear NMR and micro-analysis, and for compounds 1, 3, 4 and anti-6 by a single crystal X-ray study. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(97)00676-1
• 作为产物：
  描述：

  癸硼烷 、 二茂铁乙炔 在 二甲基硫 作用下， 反应 48.0h， 以24%的产率得到(η(5)-C5H5)Fe(η(5)-C5H4-1,2-closo-C2B10H11)
  参考文献：
  名称：

  分子量子点细胞自动机应用中性混合价二茂铁碳硼烷的合成。

  摘要：

  制备7‐Fc + ‐8‐Fc‐7,8‐氨基[C 2 B 9 H 10 ] -（Fc + FcC 2 B 9 −）证明了碳硼烷笼的成功引入是内部抗衡阴离子的桥接二茂铁和二茂铁单元。这种中性的Fe II / Fe III混合价络合物克服了外部抗衡离子施加的近端电子偏压，这是在使用分子开关时的实际限制。UV / Vis-NIR光谱和TD-DFT计算研究的结合表明Fc + FcC 2中的电子转移B 9 −是通过桥梁介导的机制实现的。因此，该电子框架提供了实现全中性零状态的可能性，这是实现量子点细胞自动机（QCA）分子计算的关键要求。的密合性，排序，和Fc的表征+ FCC 2乙9 -在Au（111）已经由扫描隧道显微镜观察。

  DOI：

  10.1002/anie.201507688

文献信息

• Formal Insertion of <i>o</i>-Carborynes into Ferrocenyl C–H Bonds: A Simple Access to <i>o</i>-Carboranylferrocenes
  作者：Sunewang Rixin Wang、Zuowei Xie

  DOI：10.1021/om300324n

  日期：2012.6.25

  [1-(η5-C5H4)(3-R-1,2-C2B10H10)]Fe(η5-C5H5) (R = H, Ph, Me, Cl, Br, and I) in 19–44% isolated yields. On the other hand, in addition to the desired C–H bond insertion products [1-(η5-C5H4)(3-X-1,2-C2B10H10)]Fe(η5-C5H5), bis(ferrocenyl)-o-carboranes 1,2-[(η5-C5H5)Fe(η5-C5H4)]2-3-X-1,2-C2B10H9 were isolated from the reactions of 1-I-2-Li-3-X-1,2-C2B10H9 (X = Cl, Br, and I) in 12%, 15%, and 8% yields, respectively

  的插入ø -carborynes（1,2-脱氢ö -carboranes）二茂铁成C-H键进行了说明，提供的官能化二茂铁的制备方法方便Ò -carboranes。碳炔前体1-I-2-Li-9,12-Me 2 -1,2-C 2 B 10 H 8或1-I-2-Li-3-R-1,2-C 2 B的反应10 ħ 9（R = H，PH，Me中，氯，溴，和I）与在80℃下在环己烷2.5当量的二茂铁，得到[1-（η 5 -C 5 H ^ 4）（9,12-ME 2 -1,2-C 2 B 10 H 9）]的Fe（η 5 -C 5 H ^ 5）和[1-（η 5 -C 5 H ^ 4）（3-R-1,2--C 2乙10 ħ 10）]的Fe（η 5 -C 5 H ^ 5）（R = H，Ph，Me，Cl，Br和I），分离产率为19-44％。在另一方面，除了所期望的C-H键插入产品[1-（η 5 -C 5 H ^ 4）（3-X-1
• Synthesis, Molecular Structure, and Electrochemistry of 1‐Ferrocenyl‐1,2‐dicarba‐ <i>closo</i> ‐dodecaboranes
  作者：Aleš Korotvička、Ivan Šnajdr、Petr Štěpnička、Ivana Císařová、Zbyněk Janoušek、Martin Kotora

  DOI：10.1002/ejic.201300110

  日期：2013.5.14

  AbstractBis(dimethylsulfido)decaborane, 6,9‐(Me2S)2‐arachno‐B10H12, reacts smoothly with ferrocenyl alkynes FcC≡CR [1a–h; Fc = ferrocenyl, R = H (1a), CH3 (1b), Ph (1c), 4‐MeO2CC6H4 (1d), Fc (1e), C≡CFc (1f), C(O)CH3 (1g), and CO2CH2CH3 (1h)] to afford the corresponding 1‐ferrocenyl‐1,2‐dicarba‐closo‐dodecaboranes 2a–h in good yields. Ester 2h was further reduced to the respective hydroxymethyl derivative, 1‐Fc‐2‐CH2OH‐1,2‐closo‐C2B10H10 (3). The reaction of 6,9‐(Me2S)2‐B10H12 with FcC≡CSiMe3 proceeded in a different manner to produce (among other products) an SMe2 adduct of an opened decaborane substituted with a 2‐ferrocenyl‐2‐(trimethylsilyl)ethen‐1‐yl group (4). This compound probably results through hydroboration of the starting alkyne and migration of the SiMe3 group. All prepared compounds were characterized by spectroscopic methods (1H, 13C, and 11B NMR spectroscopy, IR spectroscopy, and mass spectrometry), and their molecular structures were determined by single‐crystal X‐ray diffraction analysis. In addition, the compounds were studied by cyclic and differential pulse voltammetry on a platinum disc electrode to reveal simple ferrocenyl‐centered oxidations for the singly ferrocenylated carboranes and two consecutive oxidation waves for compounds 2e and 2f, which possess two ferrocenyl substituents.