N,N'-bis(ferrocenylmethylene)ethylenediamine Schiff base | 63000-26-0

• 英文名称: N,N'-bis(ferrocenylmethylene)ethylenediamine Schiff base
• 英文别名: 1,2-bis[(ferrocenyl-1-ylmethylene)amino]ethane；N,N'-ethylenebis[(ferrocenylmethylidene)amine]；N,N'-bis(ferrocenylmethylene)ethylenediamine；N,N'-ethylenebis(ferrocenylmethylidene)imine；1,2-bis(ferrocen-1-ylmethyleneamino)ethane；1,6-diferrocenyl-2,5-diazahexa-1,5-diene
• CAS: 63000-26-0
• 化学式: C₂₄H₂₄Fe₂N₂
• 分子量: 452.162
• InChiKey: NXBWHFOBPNPGAM-LMBRKQQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  N,N'-bis(ferrocenylmethylene)ethylenediamine Schiff base 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到N,N'-bis(ferrocenylmethyl)ethylenediamine
  参考文献：
  名称：

  Synthesis, structure, electrochemical and antimicrobial properties of N , N ′-bis(ferrocenylmethyl)imidazolinium salts

  摘要：

  The N, N'-bis(ferrocenylmethyl)imidazolinium chloride (3) and bromide (4) were prepared by reaction of N,N'-bis(ferrocenylmethyl)ethylenediamine (2) with NH4X (X = Cl, Br). The N,N'-bis(ferrocenylmethyl)imidazolinium tetrafluoroborate (6) was obtained in two steps from compound (2). The first step involves the synthesis of N,N'-bis(ferrocenylmethyl)imidazolidine (5) by condensation of (2) with aqueous formaldehyde. Compound (5) was successfully converted to the N,N'-bis(ferrocenylmethyl)imidazolinium tetrafluoroborate (6) by treatment with tritylium tetrafluoroborate. The new compounds were characterized by H-1 and C-13 NMR, IR and elemental analysis techniques which support the proposed structures. The X-ray crystal structure of the N,N'-bis(ferrocenylmethyl)imidazolidine (5) shows two ferrocenyl moieties bridged by an imidazolidine ring. The electrochemical properties were determined by cyclic voltammetry for all compounds. The compounds were screened for their in vitro antimicrobial activities against the Gram-positive, Gram-negative bacteria and antifungal activity against a Candida albicans. (3), (4), (6) show significant antimicrobial activity and theirs MIC values ranged from 169 to 520 mu g/mL. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2014.08.036
• 作为产物：
  描述：

  二茂铁甲醛 在 ethylenediamine 作用下， 以 苯 为溶剂， 以70%的产率得到N,N'-bis(ferrocenylmethylene)ethylenediamine Schiff base
  参考文献：
  名称：

  Benito, Angel; Cano, Juan; Martínez-Máñez, Ramón, Inorganic Chemistry, 1993, vol. 32, # 7, p. 1197 - 1203

  摘要：

  DOI：

文献信息

• Synthesis and electrochemistry of Group 6 tetracarbonyl (N,N′-bis(ferrocenylmethylene)ethylenediamine)metal(0) complexes
  作者：F. Sanem Koçak、Cüneyt Kavakli、Ceyhun Akyol、Ahmet M. Önal、Saim Özkar

  DOI：10.1016/j.jorganchem.2006.08.079

  日期：2006.11

  substitution reaction of Cr(CO)4(η2:2-1,5-cyclooctadiene), Mo(CO)4(η2:2-norbornadiene), and W(CO)5(η2-bis(trimethylsilyl)ethyne) with N,N′-bis(ferrocenylmethylene)ethylenediamine (bfeda) yields M(CO)4(bfeda) complexes which could be isolated from the reaction solution and characterized by elemental analysis, MS, IR, and NMR spectroscopy. In the case of tungsten, W(CO)5(bfeda) is formed as intermediate

  的Cr（CO）的热取代反应4（η 2：2 -1,5-环辛二烯），钼（CO）4（η 2：2 -norbornadiene）和W（CO）5（η 2 -双（三甲基硅烷基）乙炔与N，N'-双（二茂铁基亚甲基）乙二胺（bfeda）生成M（CO）4（bfeda）配合物，可从反应溶液中分离并通过元素分析，MS，IR和NMR光谱表征。在钨的情况下，形成W（CO）5（bfeda）作为中间体，然后进行闭环反应，得到最终产物W（CO）4（bfeda）。M（CO）4的电化学行为通过使用四氟硼酸四丁铵在二氯甲烷中的循环伏安法（CV）和微分脉冲伏安法（DPV）研究了bfeda配合物。在其CH 2 Cl 2溶液中，在0°C时于其峰值电位连续进行络合物的恒电位电解，然后电解，每5 mC原位记录电子吸收光谱。在Cr（CO）4（bfeda）的电解中，首先氧化中心Cr（0），然后电解过程继续氧化两个二茂铁基，直到每摩尔络合物总
• Synthesis, structure, and electrochemical properties of <i>N,Nʹ</i>-bis(ferrocenylmethylene)ethylenediamine Schiff base and its metal complexes
  作者：Tuğba Akcan Kardaş、Hülya Avcı Özbek、Yurdanur Akgül、Funda Demirhan

  DOI：10.1080/24701556.2017.1357586

  日期：2017.10.3

  with metal salts gave SnCl4FcNN (1), SnCl2FcNN(H2O)2 (2), Sn2(CH3)4Cl4FcNN (3), Ti2Cl8FcNN (4), CdFcNN(NO3)2 (5), and CuFcNN(NO3)2 (6). New complexes (1)–(6) were characterized by IR and elemental analysis techniques. IR spectra showed that the Schiff base was coordinated to the metal ions in a bidentate manner with N,N' donor sites. The 1H NMR spectra of complexes (1), (2), and (4) show all the expected

  的反应N，N” -双（ferrocenylmethylene）乙二胺（FCNN）席夫用金属盐碱得到的SnCl 4 FCNN（1），的SnCl 2 FCNN（H 2 O）2（2），锡2（CH 3）4氯4 FcNN（3），Ti 2 Cl 8 FcNN（4），CdFcNN（NO 3）2（5）和CuFcNN（NO 3）2（6）。新络合物（1）–（6）通过IR和元素分析技术进行了表征。红外光谱表明，席夫碱与N，N'供体位点呈双齿配位。配合物（1），（2）和（4）的1 H NMR谱显示了所有预期的信号，具有典型的双取代二茂铁基信号模式。通过循环伏安法测定配合物的电化学性质。循环伏安法结果表明，这些配合物表现出一个不可逆的氧化峰。
• Synthesis, Crystal Structures and Third‐Order Nonlinear Optical Properties of Two Novel Ferrocenyl Schiff‐Base Complexes [Ag(L) ₂ ](NO ₃ )⋅(MeOH)⋅(EtOH) and [HgI ₂ (L)] {L = 1,2‐Bis[(ferrocen‐l‐ylmethylene)amino]ethane}
  作者：Hongwei Hou、Gang Li、Yinglin Song、Yaoting Fan、Yu Zhu、Lu Zhu

  DOI：10.1002/ejic.200200616

  日期：2003.6

  Two novel ferrocenyl complexes [Ag(L)2](NO3)·(MeOH)· (EtOH) (1) and [HgI2(L)] (2) L = 1,2-bis[(ferrocen-l-ylmethylene)amino]ethane} have been prepared and structurally characterized by means of X-ray single crystal diffraction. The central ion, silver(I) or mercury(II), has a distorted tetrahedral environment, the silver(I) ion coordinates with two L, and the mercury(II) ion binds one L and two iodine

  两种新型二茂铁络合物 [Ag(L)2](NO3)·(MeOH)·(EtOH) (1) 和 [HgI2(L)] (2) L = 1,2-bis[(ferrocen-l-ylmethylene )氨基]乙烷}已通过 X 射线单晶衍射制备和结构表征。中心离子银 (I) 或汞 (II) 具有扭曲的四面体环境，银 (I) 离子与两个 L 配位，而汞 (II) 离子与一个 L 和两个碘原子结合。它们的三阶非线性光学 (NLO) 特性由 DMF 解决方案中的 Z 扫描技术确定。结果表明，这两种配合物表现出很强的非线性光吸收和很强的自聚焦效应。三阶 NLO 吸收系数 α2 为 1.34 × 10−8 m W-1 for 1 和 3.1 × 10−9 m W−1 for 2。两个复合物的折射率 n2 为 1.15 × 10−18 和 8.02 ×分别为 10−19 平方米 W−1。超极化 γ 值计算为 1
• Neuse, Eberhard W.; Meirim, Maria G.; Blom, Norman F., Organometallics, 1988, vol. 7, # 12, p. 2562 - 2565
  作者：Neuse, Eberhard W.、Meirim, Maria G.、Blom, Norman F.

  DOI：——

  日期：——
• Structures of a Tetradentate Ferrocenyl Ligand and Its Oxorhenium(V) Complex in Solution and in the Solid State
  作者：Otto Knoesen、Philippus L. Wessels、Helmar Görls、Simon Lotz

  DOI：10.1021/ic000746y

  日期：2001.3.1

  The novel ferrocenyl ligand rac-1,6-diferrocenyl-N,N'-bis(2-hydroxypropyl) (1, H2L) was synthesized from ferrocenylcarboxaldehyde and ethylenediamine followed by the reduction of the Schiff base with LiAlH4 and subsequent N-alkylation with 1,2-propyleneoxide. The dianion of H2L reacted with [ReO(PPh3)(2)Cl-3], and the product was treated with NH4PF6 to afford the complex [ReO(L-N2O2)PPh3]PF6 (2). Both the ferrocenyl ligand and the complex were characterized in solution by NMR spectroscopy and in the solid state by single-crystal X-ray diffraction studies. NMR investigations reveal two solvent-dependent isomers for the ferrocenyl ligand in solution of which the major form is the more ordered one. The cation of 2 displays a nonsymmetrically coordinated N2O2 ligand.