bis[2-(N,N-dimethylamino)ethylcyclopentadienyl]iron(II) | 161698-57-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis[2-(N,N-dimethylamino)ethylcyclopentadienyl]iron(II)
• 英文别名: bis[(2-(dimethylamino)ethyl)cyclopentadienyl]iron；1,1'-bis(2-(N,N-dimethylamino)ethyl)ferrocene；Fe(η-C5H4(CH2)2N(CH3)2)2；2-cyclopenta-1,3-dien-1-yl-N,N-dimethylethanamine;iron(2+)
• CAS: 161698-57-3
• 化学式: C₁₈H₂₈FeN₂
• 分子量: 328.281
• InChiKey: XEUKFCUXJPQBBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
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• 可旋转键数：
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• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
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• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  bis[2-(N,N-dimethylamino)ethylcyclopentadienyl]iron(II) 、 碘甲烷 以 乙醚 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  Facile synthesis of amino-functionalised ferrocenes and vanadocenes

  摘要：

  我们报道了一种普遍且高产的合成晚期和早期金属烯的方法；我们报告了一种氨基功能化的钒烯，这是一种不寻常的1,1-取代钒烯的例子，超出了14族取代衍生物的范畴。

  DOI：

  10.1039/a808685k
• 作为产物：
  描述：

  (dimethylaminoethyl)cyclopentadiene 、 iron(II) chloride 在 n-BuLi 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 以90%的产率得到bis[2-(N,N-dimethylamino)ethylcyclopentadienyl]iron(II)
  参考文献：
  名称：

  Coordination of alane and aluminum alkyls to the N-donor atom of side chain functionalized cyclopentadienyl iron and nickel complexes; structure of {[(C5H5)(C5H4CH2NMe2)]Fe}2AlH3

  摘要：

  The synthesis of iron and nickel complexes with interaction of alane and trialkylaluminum compounds to the amino group is described. Treatment of [2-(N,N-dimethylamino)methyl] ferrocene [(C5H5)(C5H4CH2NMe2)] Fe (1) with trimethylaminealane (H-3-Al-NMe3), leads to the formation of the iron alane complex {[(C5H5)(C5H4CH2NMe2)]Fe}(2)AlH3 (2), with a five-coordinated aluminum center. The structure of 2 has been determined by single-crystal X-ray diffraction. The reaction of FeCl2 with two equivalents of {(C5H4CH2CH2NMe2)Li} leads to the formation of [(C5H4CH2CH2NMe2)(2)Fe] (3). Complex 3 reacts quantitatively with two equivalents of trimethylaluminum to the compound [(C5H4CH2CH2NMe2)(2)Fe](AlMe3)(2) (4). Addition of trimethylaluminum or triethylaluminum to the nickel complex [(C5H4CH2CH2NMe2)(2)Ni]Ni (5) give the paramagnetic nickel aluminum compounds [(C5H4CH2CH2NMe2)(2)Ni](AlMe3)(2) (6a) and [(C5H4CH2CH2NMe2)(2)Ni](AlEt3)(2) (6b), respectively. These compounds were characterized by H-1, C-13 and Al-27 NMR, elemental analysis and mass spectroscopy. Studies to deposit intermetallic thin films using these compounds as bimetallic single source precursors revealed that aluminum was deposited, only. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00359-8

文献信息

• Crystallographic Characterization of a Palladium(II) Metallamacrocycle Supported by an Amino-Functionalized Ferrocene and Its Use as an Efficient Suzuki-Coupling Catalyst
  作者：Zhiqiang Weng、Shihui Teo、Lip Lin Koh、T. S. Andy Hor

  DOI：10.1021/om049911y

  日期：2004.7.1

  solvents. X-ray single-crystal diffraction analyses showed that 2 has self-assembled into a metallamacrocyclic structure comprising two trans palladium(II) atoms intercalated with two eclipsed bis[(2-(dimethylamino)ethyl)cyclopentadienyl]ferrocene groups, thus forming a Pd2Fe2} heterometallic molecular “rectangle”. Chloride abstraction with NH4PF6 leads to decomplexation, giving [η-C5H4(CH2)2N(CH3)2H]2Fe}PF6}2

  二齿ferrocenylamine络合[η-C 5 H ^ 4（CH 2）2 N（CH 3）2 ] 2的Fe（1）用的PdCl 2（MeCN中）2在MeOH在室温下使空气稳定的Pd 2氯4 铁[η-C 5 H ^ 4（CH 2）2 N（CH 3）2 ]} 2（2在普通有机溶剂中的溶解度有限的;产率71％）。X射线单晶衍射分析表明2硅酮自组装成包含两个反式钯（II）原子并插入两个偏光的双[（2-（二甲基氨基）乙基）环戊二烯基]二茂铁基团的金属大环结构，从而形成Pd 2 Fe 2 }杂金属分子“矩形”。氯化物抽象用NH 4 PF 6个导致解络，赋予[η-C 5 H ^ 4（CH 2）2 N（CH 3）2 H] 2的Fe} PF 6 } 2（3），这是质子化形式的1。复杂2在室温和60°C的条件下，可有效地催化MeOH中的芳基溴化物与芳基硼酸的Suzuki交叉偶联反应，即使在低催化负荷下
• Synthesis and structural studies of bis-amino-functionalised ferrocene salts and ferrocenium salts
  作者：Kenneth D. Camm、Stephen J. Furtado、Andrew L. Gott、Patrick C. McGowan

  DOI：10.1016/j.poly.2004.07.020

  日期：2004.11

  A number of bis-amino-functionalised ferrocene salts and ferrocenium salts have been synthesised and characterised. There are interesting structural features in the solid state, including N–H⋯O and N–H⋯F hydrogen bonds.

  已经合成并表征了许多双氨基官能化的二茂铁盐和二茂铁鎓盐。固态具有有趣的结构特征，包括N–H⋯O和N–H⋯F氢键。
• Synthesis and Structural Studies of 1,1‘-Bis-Amino-Functionalized Ferrocenes, Ferrocene Salts, and Ferrocenium Salts
  作者：Sam Bradley、Kenneth D. Camm、Xiaoming Liu、Patrick C. McGowan、Raheela Mumtaz、Karrie A. Oughton、Thomas J. Podesta、Mark Thornton-Pett

  DOI：10.1021/ic010821k

  日期：2002.2.1

  1'-bis-amino-functionalized ferrocenes, 1,1'-bis-amino-functionalized ferrocene salts, and 1,1'-bis-amino-functionalized ferrocenium salts. Among these are the first crystallographically characterized examples of cyclopentadienyl units containing (piperidin-N-ylethyl)- and (pyrid-2-ylmethyl)cyclopentadienyl side chains. In the cases of some of the ferrocenes, ferrocene salts, and ferrocenium salts

  分离并表征了一系列环戊二烯酸钠盐后，我们合成了许多1,1'-双氨基官能化的二茂铁，1,1'-双氨基官能化的二茂铁盐和1,1'-双-二茂铁盐氨基官能化的二茂铁鎓盐。在这些之中，是具有（哌啶子基-N-乙基乙基）-和（吡啶-2-基甲基）环戊二烯基侧链的环戊二烯基单元的第一晶体学表征的实例。在某些二茂铁，二茂铁盐和二茂铁鎓盐的情况下，固态具有一些有趣的结构特征。这些包括CH ... N和CH ... pi云相互作用以及NH ... O和NH ... F氢键。
• Water soluble ferrocenyl and polyferrocenyl compounds: synthesis and electrochemistry
  作者：Alexander Salmon、Peter Jutzi

  DOI：10.1016/s0022-328x(01)00959-7

  日期：2001.12

  properties of different classes of water soluble ferrocenyl and multiferrocenyl compounds are described. Two strategies have been applied: (1) molecules with up to four redox units have been synthesized by quaternization of 2-(N,N-dimethylamino)ethylferrocene or 1,1′-bis(2-(N,N-dimethylamino)ethyl)ferrocene with different organic halides; (2) the synthesis of compounds with four and more redox moieties

  描述了不同种类的水溶性二茂铁基和多二茂铁基化合物的制备和电化学性能。已应用了两种策略：（1）通过对2-（N，N-二甲基氨基）乙基二茂铁或1,1'-双（2-（N，N-二甲基氨基）乙基进行季铵化合成了具有多达四个氧化还原单元的分子具有不同有机卤化物的二茂铁; （2）具有四个或更多个氧化还原部分的化合物的合成是基于使用公认的聚（丙烯亚胺）树状聚合物的；NH 2对甲酰基二茂铁的还原胺化这些大分子的α-官能团导致具有最多64个茂金属单元的二茂铁基树枝状大分子。这些化合物的多铵盐仅在极性溶剂中显示溶解性。所有制备的二茂铁均已通过伏安法，安培法和库仑法进行了研究。