1,1'-bis(chlorodimethylsilyl)ferrocene | 12319-30-1

• 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(chlorodimethylsilyl)ferrocene
• 英文别名: 1,1'-bis(chloromethylsilyl)ferrocene；[Fe(η5-C5H4SiMe2Cl)2]；chloro-cyclopenta-2,4-dien-1-yl-dimethylsilane;iron(2+)
• CAS: 12319-30-1
• 化学式: C₁₄H₂₀Cl₂FeSi₂
• 分子量: 371.237
• InChiKey: WLUBEMRNYLUHKT-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

• 作为反应物：
  描述：

  1,1'-bis(chlorodimethylsilyl)ferrocene 、 methyl lithioisobutyrate 以 四氢呋喃 为溶剂， 以89%的产率得到
  参考文献：
  名称：

  无催化剂的甲硅烷基乙缩醛控制或高速基团转移聚合

  摘要：

  基团转移聚合（GTP）是使用甲硅烷基乙烯酮缩醛（SKA）或相关引发剂的一种重要的室温活性聚合方法。尽管已经开发了几种用于聚合丙烯酸单体的不同的GTP体系，但它们都需要使用催化剂来活化SKA引发剂，通常认为它本身是无效的。现在，这项工作表明，实际上，中性SKA单独取决于极性施主溶剂（例如DMF）中的甲基丙烯酸甲酯（MMA）之类的丙烯酸单体的受控或极快聚合，具体取决于SKA和螯合侧链的核数组上Si。在的情况下的单SKA诸如Me 2 C = C（OME）OSiMe 3，MMA的在DMF中GTP相对较慢（几个小时完成），但被控制，并且非常有效，与制造PMMA中号Ñ值接近那些[M] / [I]之比，低的基础上预测Đ值（≤1.2）和高启动效率（≥80％）。与之形成鲜明对比的是，通过羰基，二茂铁基或双萘基桥连接的di-SKA，以及在Si上带有供体螯合甲氧基侧基的单SKA，介导了极快的聚合反应（几秒钟即可完成），极高的周转频率，高达1

  DOI：

  10.1021/acs.macromol.6b01654
• 作为产物：
  描述：

  1,1'-bis{dimethyl(diethylamino)silyl}ferrocene 在 acetyl chloride 作用下， 以 乙醚 为溶剂， 以82%的产率得到1,1'-bis(chlorodimethylsilyl)ferrocene
  参考文献：
  名称：

  合成，结构表征，电化学性能和第一硅桥联[1.1]二茂铁基的聚合行为[{的Fe（η-C 5 H ^ 4）2森达2 } 2 ]

  摘要：

  第一硅桥联[1.1]二茂铁基，[{的Fe（η-C 5 H ^ 4）2森达2 } 2 ] 5，在五个步骤制备从开始的[Fe（η-C 5 H ^ 4栗）2 ]· tmen（tmen = N，N，N '，N'-四甲基乙二胺）。的反应的[Fe（η-C 5 H ^ 4栗）2 ]·与森达TMEN 2氯（NET 2）得到的[Fe {η-C 5 H ^ 4森达2（NET 2）}2 ] 6高产。的甲硅烷基团的取代6通过与乙酰氯反应，得到氯的二氯物种的[Fe（η-C 5 H ^ 4森达2 Cl）的2 ] 7也以高收率。的反应7与Li（C 5 H ^ 5）的四氢呋喃产生的中间的[Fe {η-C 5 H ^ 4森达2（C 5 H ^ 5）} 2 ]，随后将其锂化，并用的FeCl处理2，得到5，产量中等。化合物5的单晶X射线衍射分析表明，两个二茂铁半部分呈反构象，Fe⋯Fe距离为5.171（9）Å。在CH 2 Cl

  DOI：

  10.1039/dt9950001893

文献信息

• Silyl derivatives of ferrocene with pending indenyl or fluorenyl substituents at silicon
  作者：Max Herberhold、Anahid Ayazi、Wolfgang Milius、Bernd Wrackmeyer

  DOI：10.1016/s0022-328x(02)01560-7

  日期：2002.8

  the 1,1′-disubstituted ferrocenes fc[SiMe2(ind)]2 (5a) and fc[SiMe2(flu)]2 (5b) as well as the 1-sila-[1]ferrocenophanes fc[SiMe(ind)] (6a) and fc[SiMe(flu)] (6b) were included in this study. The products were characterised in solution by 1H-, 13C- and 29Si-NMR spectroscopy and by mass spectrometry. The molecular structures of the di(fluorenyl)silyl ferrocenes 3b and 4b and of the 1-sila-[1]ferrocenophanes

  具有茚基锂和芴基锂的氯甲硅烷基反应取代的二茂铁已用于合成新的二茂铁衍生物，其中1-茚基（ind）或9-芴基（flu）取代基通过硅桥与二茂铁三明治相连。除了单取代的茚基-甲硅烷基和芴甲硅烷基-二茂铁FcSiMe 2（IND）（1A），FcSiMe 2（流感）（图1b），FcSiMe（PH）（流感）（图2b）， FcSiMe（flu）2（3b）和FcSiMe（flu）2（4b），1,1'-二取代的二茂铁fc [SiMe 2（ind）] 2（5a）和fc [SiMe2（flu）] 2（5b）以及1-sila- [1] ferrocenophanes fc [SiMe（ind）]（6a）和fc [SiMe（flu）]（6b）也包括在内。产物在溶液中通过1 H-，13 C-和29 Si-NMR光谱和质谱进行表征。通过单晶X射线晶体学测定二（芴基）甲硅烷基二茂铁3b和4b以及1-sila- [1]二茂铁芬6a和6b的分子结构。
• (1,1'-Ferrocenediyl)ferrocenyl(methyl)silane, Its Thermally Ring-Opened Polymer, and Oligomer Models
  作者：Keith H. Pannell、Vyacheslav V. Dementiev、Hong Li、Francisco Cervantes-Lee、My T. Nguyen、Art F. Diaz

  DOI：10.1021/om00021a043

  日期：1994.9

  The synthesis and spectroscopic and structural characterization of a ferrocenyl-substituted silyl-[1]-ferrocenophane, (1,1'-ferrocenediyl)ferrocenyl(methyl)silane, 1, is reported. 1 crystallizes in space group P2(1)/c, with a = 20.344(8) Angstrom, b = 7.336(3) Angstrom, c 11.567(7) Angstrom, and beta 90.51(4)degrees. The dihedral angles between the two ferrocenophane cyclopentadienyl rings are 21.3 degrees, and the ring centroid-Fe-ring centroid angle is 164.3 degrees. Cyclic voltammetric analysis illustrates that both of the Fe centers, ferrocenyl and ferrocenophane, exhibit reversible redox behavior. This reversibility distinguishes the complex from other [1]-ferrocenophanes which exhibit irreversible oxidation under similar conditions. Thermal treatment of 1 results in facile polymerization to high molecular weight amorphous poly(ferrocenyleneferrocenyl(methyl)silane), 2. The molecular weight of the polymer was considerably increased by performing the polymerization in solution as opposed to the melt, M(w) = 210 000 vs 45 000. The electrochemical properties of the polymer indicate that neighboring Fe centers of the ferrocenylenesilane chain and pendant ferrocenyl groups interact, and four independent redox processes are observed. As a model for the ferrocenylenedialkylsilane polymers the synthesis and X-ray structure of 1,1'-bis(ferrocenyldimethylsilyl)ferrocene, 3, is also reported. 3 crystallizes in space group P2(1)/c, with a 10.084(2) Angstrom, b = 14.958(2) Angstrom, c 11.175(2) Angstrom, and beta = 114.98(1)degrees. The ferrocenyl and ferrocenylene units are perpendicular to each other, and each of the Fe units exhibits an individual redox process upon cyclic voltammetric investigation. Molecular mechanics calculations reveal a range of structures with local energy minima for such oligomers, one of which is equivalent to the single-crystal X-ray structure obtained for 3. The Fe-Fe distances in these conformers differ significantly, 6.1-6.9 Angstrom, suggesting that high molecular weight polymers also possess a range of possible conformations and inter-Fe Coulombic interactions.
• Ferrocene Based Amido �Ligands�; Synthesis of bimetallic bis(aminopyridinato) titanium complexes
  作者：Anke Spannenberg、Perdita Arndt、Markus Oberth�r、Rhett Kempe

  DOI：10.1002/zaac.19976230162

  日期：——

  AbstractThe ferrocene based aminopyridine “ligand” fc(Me2SiApH)2 (3), fc(Me2SiApH)2 = 1,1′‐bis[(N‐4‐methylpyridin‐2‐yl)amino]dimethylsilyl}ferrocene, has been synthesized by the reaction of 1,1′‐bis(chlorodimethylsilyl)ferrocene (1) with the sodium salt of 4‐methyl‐2‐aminopyridine in hexane. Compound 1 is accessible by the reaction of 1,1′‐dilithioferrocene with a fortyfold excess of Me2SiCl2. The reactions of 3 with one equiv of Ti(NMe2)4 or ClTi(NMe2)3, resp. afford the corresponding bimetallic titanium complexes fc(Me2SiAp)2Ti(NMe2)2 (4) or fc(Me2SiAp)2Ti(NMe2Cl (5)), resp. The crystal structure of 3 is reported.
• Silicon containing ferrocenyl phosphane ligands
  作者：Karl S Coleman、Simon Turberville、Sofia I Pascu、Malcolm L.H Green

  DOI：10.1016/j.jorganchem.2003.12.003

  日期：2004.2

  New ferrocenyl phosphane ligands incorporating Si-P linkages, [(eta-C5H4SiMe2PR2)(2)Fe], where R= Ph and Me, and the corresponding metal complexes [Mo(CO)(4)(L)] have been prepared and characterised. The molecular structures of [(eta-C5H4SiMe2PR2)(2)Fe], where R =Ph and Me have been determined by single crystal X-ray diffraction. (C) 2003 Elsevier B.V. All rights reserved.
• Oligomers with Silicon, Germanium and Transit ion Metal Groups: synthesis and Characterization of Metal-Containing Poly[(silylene)diacetylenes] and Poly[(germylene)diacetylenes]
  作者：Robert J. P. Corriu、Nathalie Devylder、Christian Guerin、Bernard Henner、Alain Jean

  DOI：10.1021/om00020a036

  日期：1994.8

  In order to prepare polycarbosilanes containing organometallic moieties which could be precursors of transition metal-containing ceramics, poly[(silylene)diacetylenes] (silylene: SiMe2, SiMePh, SiPh2) and poly[(methylphenylgermylene)diacetylene] have been reacted with dicobalt octacarbonyl to give the corresponding polymers with approximately half of the acetylene groups complexed with CO2(CO)6 moieties. The introduction of a ferrocenyl group into the main chain of poly[(silylene)diacetylenes] has been achieved by the reaction of the di-Grignard reagent of diacetylene, C4(MgBr2), with various 1,1'-bis(chlorodiorganosilyl)ferrocene and led to the synthesis of [-R2Si-Fc-SiR2-C=C-C=C-]n (SiR2: SiMe2, SiMePh, SiPh2) (Fc: 1,1'-ferrocene). [-R2Si-Fc-SiR2-C=C-C=C-SiR2'-C=C-C=C-]n was obtained in the same way by polycondensation of 1,1'-(LiC=C-C=C-SiR2)2Fc with Cl2-SiR2' (R = Me, R' = Me, Ph; R = R' = Ph). The reaction of poly[(2,5-diphenyl-1-silacyclopentadiene-1,1-diyl)diacetylene] with Fe2(CO)9 and Mo(CO)4(COD) (COD:cyclooctadiene) gave only the complexation of some of the diene units.