ferrocenyl phenyl sulfoxide | 240486-92-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: ferrocenyl phenyl sulfoxide
• 英文别名: cyclopenta-1,3-diene;[(R)-cyclopenta-1,3-dien-1-ylsulfinyl]benzene;iron(2+)
• CAS: 240486-92-4
• 化学式: C₁₆H₁₄FeOS
• 分子量: 310.2
• InChiKey: IOWOLBFIAIXAFC-GXKRWWSZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3,5-二叔丁基溴苯 、 ferrocenyl phenyl sulfoxide 在 lithium diisopropyl amide 、 zinc(II) chloride 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 12.5h， 以85%的产率得到1-(3,5-di-t-butylphenyl)-2-(phenylsulfinyl)ferrocene
  参考文献：
  名称：

  1,2-Bis(ferrocenyl)dipnictenes：双金属系统，具有 Pn=Pn 重 π-间隔基（Pn：​​P、Sb 和 Bi）

  摘要：

  在两个二茂铁基单元之间带有 Pn=Pn π-间隔基（Pn：​​P (1)、Sb (2) 和 Bi (3)）的 1,2-双（二茂铁基）二联烯已被合成为稳定的化合物。不仅它们的分子结构...

  DOI：

  10.1246/bcsj.20130174

文献信息

• Diferrocenylmercury diphosphine diastereomers with unique geometries: <i>trans</i>-chelation at Pd(<scp>ii</scp>) with short Hg(<scp>ii</scp>)⋯Pd(<scp>ii</scp>) contacts
  作者：Alain C. Tagne Kuate、Roger A. Lalancette、Thomas Bannenberg、Matthias Tamm、Frieder Jäkle

  DOI：10.1039/c9dt02728a

  日期：——

  transition metals. Complexation to Pd(II)Cl2 gives rise to unusual square-planar trans-chelate complexes 5a (meso) and 5b (pSpS). In competition reactions, 4a and 4b show similar reactivity toward Pd(II)Cl2. The molecular structures of 5a and 5b exhibit short Pd⋯Hg contacts, possibly indicating secondary metallophilic interactions as further evidenced by bond-critical points between Pd and Hg that were

  二膦螯合物在许多催化过程中都是必不可少的，其电子结构和咬合角对配位行为和催化性能都有很大的影响。通过（邻-二苯基膦基）二茂铁亚磺酸盐（2）与t -BuLi的反应，然后用氯化汞（II）处理，完成了新型的二茂铁基汞负载的二膦螯合配体的合成。两种非对映异构体4a（p S p R-，内消旋异构体）和4b（p S p S（-异构体），二茂铁部分相对于中心Ph 2 PC 5 H 3 -Hg-C 5 H 3 PPh 2桥接实体的取向不同。通过单晶X射线衍射分析，将它们独立分离，并在溶液和固态下充分表征。这些配体的关键特征是其异常宽且灵活的咬合角以及与过渡金属配位后可获得的独特立体化学环境。与Pd（II）Cl 2的络合会产生不寻常的方平面反螯合物5a（meso）和5b（p S p S）。在竞争反应中，4a和4b对Pd（II）Cl 2表现出相似的反应性。5a和5b的分子结构显示出短的Pd⋯Hg接触，可能表明
• Heteroatom-Bridged <i>ortho</i>-Biferrocenes: Stereoselective Synthesis, Structural Features, and Electrochemical Properties
  作者：Jiawei Chen、Alain C. Tagne Kuate、Roger A. Lalancette、Frieder Jäkle

  DOI：10.1021/acs.organomet.6b00272

  日期：2016.6.13

  A versatile synthetic protocol is described for the synthesis of heteroatom-bridged biferrocene derivatives, including the symmetric species 2-SnSn and the planar-chiral species 2-SnSi; 2-BSi, and 2-SnP. Treatment of (pR,S-s)-2-lithio-1-(p-tolylsufinyl)-ferrocene with 0.5 equiv of Me2SnCl2 afforded the tin-bridged biferrocene 1-Sn. A second Sn, Si, or P bridge was then incorporated by substitution of the sulfinyl group in the ortho-position with a dimethylstannyl, dimethylsilyl, or tert-butylphosphino group, respectively, togive the doubly bridged biferrocenes 2-SnSn, 2-SnSi, and 2-SnP. The dimethylstannyl moiety of 2-SnSi was subsequently replaced with a borane bridge via a two-step transmetalation procedure comprising treatment with HgCl2, followed by PhBCl2. The formation of ferrocene-fused six-membered heterocycles was confirmed by multinuclear NMR spectroscopy and high resolution MS analyses. The stereochemical configuration of the chiral biferrocenes 2-SnSi, 2-SnP, and 2-BSi was studied by single-crystal X-ray diffraction, chiral HPLC, and optical rotation measurements. The redox characteristics and absorption properties were investigated as well. The longest wavelength absorption experienced a bathochromic shift and an increase in intensity for 2-BSi relative to 2-SnSn and 2-SnSi, indicative of significant charge transfer character. The cyclic voltammograms of 2-SnSn and 2-SnSi displayed two separate one-electron oxidations as expected for the presence of two ferrocene units in close proximity to one another. The incorporation of boron in 2-BSi resulted in an anodic shift of both oxidation waves and an enlarged peak potential separation. The chemical oxidation of 2-BSi was carried out with [Ag(CH2Cl2)]Al[OC(CF3)(3)](4)}, and the reaction was monitored by NMR. spectroscopy. Attempts to crystallographically characterize the corresponding doubly oxidized species proved unsuccessful.