1-ferrocenyl-2-methyl-1,2-dicarba-closo-dodecaborane | 1381840-93-2

• 英文名称: 1-ferrocenyl-2-methyl-1,2-dicarba-closo-dodecaborane
• 英文别名: 1-ferrocenyl-2-methyl-o-carborane
• CAS: 1381840-93-2
• 化学式: C₁₃H₂₂B₁₀Fe
• 分子量: 342.275
• InChiKey: HTUIMZBPEIYUAA-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：

  二茂铁 、 1-methyl-ortho-carborane 在 n-C₄H₉Li 、 I₂ 作用下， 以 环己烷 为溶剂， 以0%的产率得到1-ferrocenyl-2-methyl-1,2-dicarba-closo-dodecaborane
  参考文献：
  名称：

  将邻-碳硼烷形式正式插入二茂铁基CH键中：简单地获得邻-碳硼烷基二茂铁

  摘要：

  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

  DOI：

  10.1021/om300324n

文献信息

• 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.