1,1'-bis(dimethylvinylsilyl)ferrocene | 1295-65-4

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 1,1'-bis(dimethylvinylsilyl)ferrocene
• 英文别名: Fe[(η(5)-C5H4)(Me2SiCH=CH2)]2；Fe(η5-C5H4SiMe2CHCH2)2；1,1'-Bis(vinyldimethylsilyl)ferrocene；cyclopenta-2,4-dien-1-yl-ethenyl-dimethylsilane;iron(2+)
• CAS: 1295-65-4
• 化学式: C₁₈H₂₆FeSi₂
• 分子量: 354.422
• InChiKey: NXTHMLKHVCKCFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.09
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-bis(dimethylvinylsilyl)ferrocene 在 RuCl(CO)(triphenylphosphine)2(SiMe3) 作用下， 以 甲苯 为溶剂， 生成 (1,1,3,3-tetramethyl-2-exo-2-methylene-1,3-disila)-[3]-ferrocenophane
  参考文献：
  名称：

  双（甲硅烷基）-[3]-二茂铁oph烷衍生物的高选择性合成及结构表征

  摘要：

  通过氢化钌络合物催化的1，1'-双（乙烯基甲硅烷基）二茂铁的闭环甲硅烷基化偶联，可以轻松制备双（甲硅烷基）-[3]-二茂铁杂环烯。二甲基乙烯基甲硅烷基衍生物1在最佳条件下反应，可在两个硅原子之间形成区域选择性和定量的双环二元产物，该产物含有一个外亚甲基（3）键。与（二苯基乙烯基甲硅烷基）二茂铁（2）的反应允许立体选择性地合成在硅原子之间具有顺式-乙烯基（4）键的产物。两种产物的结构均无法通过闭环复分解程序合成，已使用NMR和X射线晶体结构方法进行了证实。

  DOI：

  10.1021/om050194x
• 作为产物：
  描述：

  二茂铁 、 二甲基乙烯基氯硅烷 在 正丁基锂 、 四甲基乙二胺 作用下， 以 正己烷 、 四氢呋喃 为溶剂， 生成 1,1'-bis(dimethylvinylsilyl)ferrocene
  参考文献：
  名称：

  二茂铁硅烷基衍生物的合成，光谱表征，电化学行为

  摘要：

  通过单和二硫代二茂铁与三甲基，三乙基，乙烯基二甲基或叔丁基二甲基氯硅烷之间的反应制备二茂铁基取代的硅烷。通过循环伏安法研究了这些化合物的电化学行为。这项工作描述了用二茂铁复合物作为新型电催化剂材料改性的碳陶瓷电极（CCE）的电化学和电催化性能。

  DOI：

  10.1002/jccs.201400222

文献信息

• 1,1‘-Bis(dimethylvinylsilyl)ferrocene as a Two-Directional Core for the Construction of Homo- and Heterometallic Systems
  作者：Belén García、Carmen M. Casado、Isabel Cuadrado、Beatriz Alonso、Moisés Morán、José Losada

  DOI：10.1021/om990109j

  日期：1999.6.1

  The divinyl derivative Fe[(eta(5)-C5H4)(Me2SiCH=CH2)](2) (1), prepared by the low-temperature reaction of 1, 1'-dilithioferrocene.TMEDA with ClSiMe2(CH=CH2), has been used as a readily functionalizable core unit for the synthesis of multimetallic systems. The hydrosilylation reaction of 1 with Cl2MeSiH and Ph2MeSiH provides the tetrafunctional ferrocenes Fe[(eta(5)-C5H4)(SiMe2(CH2)(2)SiMeCl2)](2) (2) and Fe[(eta(5)-C5H4)(SiMe2(CH2)(2)SiMePh2)](2) (5), which after reaction with Fe(eta(5)-C5H4Li)(eta(5)-C5H5) and Cr(CO)(6), respectively, afforded the pentametallic molecules Fe[(eta(5)-C5H4)(SiMe2(CH2)(2)SiMeFc(2))](2) (3) (Fc = (eta(5)-C5H4)Fe(eta(5)-C5H5)) and Fe[(eta(5)-C5H4)(SiMe2(CH2)(2)SiMe(mu(6)-C6H5)Cr(CO)(3)}(2))](2) (6) Characterization of the synthesized molecules by H-1, C-13, and Si-29 NMR and IR spectroscopy, mass spectrometry, and elemental analysis supports their assigned structures. The electrochemical behavior has been studied. While 3 contains two pairs of outer silicon-bridged ferrocenyl units; in which the iron centers interact with one another, in the related 6 the chromium tricarbonyl groups complexed to arene rings, also joined by a single silicon, are essentially noninteracting.
• Ferrocenylene- and Carbosiloxane-Bridged Bis(sila[1]ferrocenophanes) E[SiMe₂-X-SiMe<i>FC</i>]₂ {E = (η⁵-C₅H₄)Fe(η⁵-C₅H₄) or O; X = (CH₂)_<i>n</i> (<i>n</i> = 2, 3, 6); CH═CH; <i>FC</i> = (η⁵-C₅H₄)₂Fe}
  作者：Mukesh Kumar、Alejandro J. Metta-Magana、Keith H. Pannell

  DOI：10.1021/om800537b

  日期：2008.12.22

  New FC[SiMe2(CH2)(n)SiMeFC](2) [FC = 1,1'-ferrocenylene; FC = 1,1'-ferrocenophane, (eta(5)-C5H4)(2)Fe); n = 2 (7), 3 (8), 6 (9)] and O[SiMe2-X-SiMeFC](2) [X = (CH2)(2) (11), CH=CH (13)] have been synthesized and characterized. The synthesis involved the reactions of FCLi2 center dot tmeda with FC[SiMe2(CH2)(n)SiMeCl2](2) [n = 2 (4), 3 (5), 6 (6)] and O[SiMe2-X-SiMeCl2](2) [X = (CH2)(2) (10), CH=CH (12)] at -78 degrees C. Compounds 4-13 were characterized by elemental analysis, NMR spectroscopy, and for 11, single-crystal X-ray crystallography. The cyclopentadienyl rings in the structure of 11 are tilted with a dihedral angle of 19.8 degrees. The observed red-shift of the lowest energy transition associated with the ferrocenophanyl groups in UV/vis spectra of 7-9, 11, and 13 also confirms the ring strain. Cyclic voltammetric studies exhibited either a broad (7-9) or sharp (11, 13) wave for the reversible redox process. The broadness of the band for the FC-bridged complexes is a composite of the two types of (eta(5)-C5H4)Fe(eta(5)-C5H4) unit, but no significant inter-Fc interaction could be discerned. All the new bis-ferrocenylene materials are readily ring-opened to form polymeric materials.