1,1'-bis(4-pyridinyl)ferrocene | 459142-93-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,1'-bis(4-pyridinyl)ferrocene
• 英文别名: 1,1'-bis(4-pyridyl)ferrocene；[Fe(η5-C5H4-4-C5H4N)2]；Fe(η5-C5H4-1-C5H4N)2；Fe(η5-C5H4C5H4N)2；[Fe(η5-C5H4-1-(4-C5H4N))2]；4-cyclopenta-2,4-dien-1-ylpyridine;iron(2+)
• CAS: 459142-93-9
• 化学式: C₂₀H₁₆FeN₂
• 分子量: 340.207
• InChiKey: VHSNGHFLBKUDNJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.93
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,5-噻吩二羧酸 、 1,1'-bis(4-pyridinyl)ferrocene 在 methanol 作用下， 以 neat (no solvent, solid phase) 为溶剂， 生成 3Fe(η5-C5H4C5H4NH)(η5-C5H4C5H4N)[HCO2(SC4H2)CO2][Fe(η5-C5H4C5H4N)2*2[HCO2(SC4H2)COOH]
  参考文献：
  名称：

  Mechanochemical assembly of hybrid organic–organometallic materials. Solid–solid reactions of 1,1′-di-pyridyl-ferrocene with organic acids

  摘要：

  X-射线衍射。通过将有机金属络合物与马来酸混合，可以得到与溶液反应不同的产物，并通过单晶X射线衍射进行表征。

  DOI：

  10.1039/b714923a
• 作为产物：
  描述：

  1,1′-ferrocenediboronic acid 、 4-溴吡啶盐酸盐 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride Na₂CO₃ 、 NaOH 、 H₂O 作用下， 以 1,4-二氧六环 、 乙二醇二甲醚 、 水 为溶剂， 以53%的产率得到1,1'-bis(4-pyridinyl)ferrocene
  参考文献：
  名称：

  Novel hetero-bimetallic metalla-macrocycles based on the bis-1-pyridyl ferrocene [Fe(η5-C5H4-1-C5H4N)2] ligand. Design, synthesis and structural characterization of the complexes [Fe(η5-C5H4-1-C5H4N)2](Agi)22+/(Cuii)24+/(Znii)24+

  摘要：

  双齿夹心配体[Fe(δ5-C5H4-1-C5H4N)2]已被制备、结构表征并用于制备新型超分子异双金属金属大环[Fe(δ5-C5H4-1-C5H4N) )2]Ag2(NO3)2·1.5H2O、[Fe(δ5-C5H4-1-C5H4N)2]Cu2(CH3COO)4·3H2O 和 [Fe(δ5-C5H4-1-C5H4N)2] Zn2Cl4。

  DOI：

  10.1039/b200344a

文献信息

• Ferrocenyl-nitrogen donor ligands. Synthesis and characterization of rhodium(I) complexes of ferrocenylpyridine and related ligands
  作者：Jaisheila Rajput、Alan T. Hutton、John R. Moss、Hong Su、Christopher Imrie

  DOI：10.1016/j.jorganchem.2006.05.048

  日期：2006.11

  preparation of a series of complexes of the types [RhCl(CO)2(L)], [RhCl(cod)(L)] and [Rh(cod)(L)2]ClO4, where L is a ligand incorporating a ferrocenyl group and a pyridine ring is described. Complexes were characterized using NMR, IR and electronic spectroscopy. The electrochemical behaviour of the complexes was examined using cyclic voltammetry. The X-ray structures of three of the complexes, [RhCl(CO)2NC5

  [RhCl（CO）2（L）]，[RhCl（cod）（L）]和[Rh（cod）（L）2 ] ClO 4类型的一系列配合物的制备，其中L是掺入的配体描述了二茂铁基和吡啶环。使用NMR，IR和电子光谱对复合物进行表征。使用循环伏安法检查复合物的电化学行为。3复合物的X-射线结构，[的RhCl（CO）2 NC 5 H ^ 4 CNC 6 ħ 4（η 5 -C 5 H ^ 4）的Fe（η 5 -C 5 H ^ 5）}]，[RhCl（鳕鱼）（3-Fcpy）]和[RhCl（鳕鱼）3-Fc（C 6 H 4）py}]被确定。
• Solid-state preparation of hybrid organometallic–organic macrocyclic adducts with long chain dicarboxylic acids
  作者：Dario Braga、Stefano Luca Giaffreda、Fabrizia Grepioni

  DOI：10.1039/b608691h

  日期：——

  The supramolecular macrocyclic adducts of general formula [Fe(eta5-C5H4-C5H4N)2].[HOOC(CH2)nCOOH]}2 with n = 4 (adipic acid), n = 6 (suberic acid), n = 7 (azelaic acid) and n = 8 (sebacic acid) have been obtained quantitatively by kneading powdered samples of the crystalline organometallic and organic reactants with drops of MeOH (for n = 4, 6 and 7) and by direct crystallization from MeOH for n =

  通式[Fe（eta5-C5H4- N）2]。[HOOC（CH2）nCOOH]} 2的超分子大环加合物，n = 4（己二酸），n = 6（丁二酸），n = 7（壬二酸和n = 8（癸二酸）是通过将结晶的有机金属和有机反应物的粉末状样品与MeOH滴（对于n = 4、6和7）捏合并从MeOH中直接结晶为n = 8定量获得的，而n = 5的加合物代表大环异构体的开环异构体。
• Novel Organometallic Building Blocks for Molecular Crystal Engineering. 2. Synthesis and Characterization of Pyridyl and Pyrimidyl Derivatives of Diboronic Acid, [Fe(η⁵-C₅H₄-B(OH)₂)₂], and of Pyridyl Boronic Acid, [Fe(η⁵-C₅H₄-4-C₅H₄N)(η⁵-C₅H₄-B(OH)₂)]
  作者：Dario Braga、Marco Polito、Marco Bracaccini、Daniela D'Addario、Emilio Tagliavini、Luigina Sturba、Fabrizia Grepioni

  DOI：10.1021/om0300373

  日期：2003.5.1

  [Fe(η5-C5H4-4-C5H4N)2] (4), [Fe(η5-C5H4-C6H4-4-C5H4N)2] (6), and [Fe(η5-C5H4-5-C4H3N2)2] (7), are reported together with an investigation of the mode of supramolecular bonding in the solid state. The competition between the hydrogen-bonding interactions of the (B)O−H···O(B) and (B)O−H···N types in the cases of crystalline 1 and 2 has been investigated. The B(OH)2 group provides two hydrogen bonding donor groups

  合成和二茂铁基二硼酸复杂的结构表征的[Fe（η 5 -C 5 H ^ 4 -B（OH）2）2 ]（1）和它的产品单取代的，的[Fe（η 5 -C 5 H ^ 4 -4-C 5 H ^ 4 N）（η 5 -C 5 H ^ 4 -B（OH）2）]（2在三个多晶型变，2A - ç），和二取代的，的[Fe（η 5 -C 5 H ^ 4 -4-C 5ħ 4 N）2 ]（4），的[Fe（η 5 -C 5 H ^ 4 -C 6 H ^ 4 -4-C 5 H ^ 4 N）2 ]（6），和的[Fe（η 5 -C 5 H ^报道了4 -5- C 4 H 3 N 2）2 ]（7）以及对固态超分子键合模式的研究。在晶体1的情况下（B）OH-·O（B）和（B）OH-··N型氢键相互作用之间的竞争和2已被调查。B（OH）2基团提供两个氢键供体基团和两个受体，与伯酰胺基在拓扑学上类似，主要形成环状氢键系统。化合物4，6
• Design, Synthesis, and Structural Characterization of Molecular and Supramolecular Heterobimetallic Metallamacrocycles Based on the 1,1‘-Bis(4-pyridyl)ferrocene (Fe(η⁵-C₅H₄-1-C₅H₄N)₂) Ligand
  作者：Dario Braga、Marco Polito、Daniela D'Addari、Emilio Tagliavini、Davide M. Proserpio、Fabrizia Grepioni、Jonathan W. Steed

  DOI：10.1021/om030432t

  日期：2003.10.1

  The bidentate ferrocenyl sandwich [Fe(eta(5)-C5H4-1-C5H4N)(2)] (1) has been used as a coordination ligand in reactions with AgNO3, Cd(NO3)(2), Cu(CH3COO)(2), Zn(CH3COO)(2), and ZnCl2 to obtain the heterobimetallic metallamacrocyclic derivatives [Fe(eta(5)-C5H4-1-C5H4N)(2)](2)Ag-2(NO3)(2).1.5H(2)O, [Fe(eta(5)-C5H4-1-C5H4N)(2)](2) Cu-2(CH3COO)(4).3H(2)O, [Fe(eta(5)-C5H4-1-C5H4N)(2)](2)Cd-2(NO3)(4).CH3OH.0.5C(6)H(6), [Fe(eta(5)-C5H4-1-C5H4N)(2)](2)Zn-2(CH3COO)(4), and [Fe(eta(5)-C5H4-1-C5H4N)(2)](2)Zn2Cl4 (abbreviated in the following as (1Ag(I))(2)(2+), (1Cd(II))(2)(4+), (1Cu(II))(2)(4+), (1Zn(acetate)(II))(2)(4+), and (1Zn(chloride)(II))(2)(4+)). The reaction with the ferrocenedicarboxylic acid complex [Fe(eta(5)-C5H4COOH)(2)] has led to the supramolecular adduct [Fe(eta(5)-C5H4-1-C5H4N)(2)] [Fe(eta(5)-C5H4COOH)(2)] (1[Fe(eta(5)-C5H4COOH)(2)]). All compounds have been structurally characterized by single-crystal X-ray diffraction.