1,4-bis(2-ferrocenecarboxylate)benzene | 88568-66-5

• 英文名称: 1,4-bis(2-ferrocenecarboxylate)benzene
• 英文别名: p-phenylene bis(ferrocenecarboxylate)
• CAS: 88568-66-5
• 化学式: C₂₈H₂₂Fe₂O₄
• 分子量: 534.174
• InChiKey: DBOMYLQBQHSZQL-UHFFFAOYSA-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

• 作为产物：
  描述：

  ferrocenoyl chloride 、 对苯二酚 在 NaH 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到1,4-bis(2-ferrocenecarboxylate)benzene
  参考文献：
  名称：

  Synthesis, electrochemistry and IR spectroelectrochemistry of bisferrocenyl bridged benzene derivates

  摘要：

  Two novel biferrocenylcarboxylate benzene derivatives, namely, 1,4-bis(2-Ferrocenecarboxylate) benzene (Fc(2)B) and 1,4-bis(2-Ferrocenecarboxylate)-2'-methylbenzene (Fc(2)M), have been synthesized. The as-prepared complexes have been confirmed by IR, H-1 NMR and MS. The electron transfer mechanisms of the two compounds and the other three bisferrocenyl bridged benzene complexes, 1,4-disferrocenyl benzene (Fc(2)P), 1,4-bis(2-ferrocenylvinyl) benzene (Fc(2)E), and 1,4-bis(2-ferrocenylacetyleneyl) benzene (Fc(2)Q), have been studied by cyclic voltammetry (CV), in situ difference FT-IR (SNFTIR), and rapid-scan time-resolved FT-IR spectroelectrochemistry (RS-TRS FT-IR). The CV results suggest that the redox formal potentials of the five bridged complexes are depended on their bridged groups and abilities of withdrawing electron. IR absorption peaks arisen from intermediate appearance and disappearance in the oxidation and reduction process of Fc(2)B, Fc(2)E, Fc(2)P and Fc(2)Q were clearly observed by the in situ rapid-scan or SNFTIR spectroelectrochemistry. The results indicated the redox process of the four bisferrocenyl bridged benzene complexes involved two consecutive one-electron steps. Although the intermediate peak of Fc(2)M was not observed by in situ FT-IR spectroelectrochemistry, we still thought the redox process of Fc(2)M could involve two consecutive one-electron steps. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.10.019

文献信息

• Synthesis of 2,9,23,30-Tetraoxa[2]paracyclo[2](1,1′)ferroceno[2]paracyclo[2](1,1′)ferrocenophane-1,10,22,31-tetraone
  作者：Akira Kasahara、Taeko Izumi、Katsuo Saito

  DOI：10.1246/bcsj.56.2865

  日期：1983.9

  Ferrocenophane, in which the two ferrocene rings are linked by ester bonds and p-substituted benzene rings, has been synthesized by the reaction of hydroquinone with 1,1′-bis(chloroformyl)ferrocene. The structure of the compound has been studied on the basis of the NMR and electronic spectra.

  通过对苯二酚与 1,1′-双（氯甲酰基）二茂铁的反应，合成了二茂铁环，其中两个二茂铁环通过酯键和对取代苯环相连。根据核磁共振和电子能谱对该化合物的结构进行了研究。
• Synthesis, anti-migration properties and burning rate catalytic properties of ferrocene-based compounds
  作者：Muhammad Usman、Li Wang、Haojie Yu、Fazal Haq、Ruixue Liang、Raja Summe Ullah、Amin Khan、Ahsan Nazir、Tarig Elshaarani、Kaleem-ur-Rehman Naveed

  DOI：10.1016/j.ica.2019.118958

  日期：2019.9

  Five ferrocene (Fc)-based compounds (HQ-Fcs) were synthesized by the condensation reaction of ferrocene-carbonyl chloride with corresponding hydroquinone derivatives. Nuclear magnetic resonance (H-1 NMR), and Fourier transform infrared (FT-IR) were used as evidence for the synthesis of HQ-Fcs. The electrochemical properties of HQ-Fcs were investigated by cyclic voltammetry (CV) and suggested that these compounds exhibited redox behavior due to ferrocene groups. The burning rate catalytic effect of HQ-Fcs was examined by Thermogravimetric (TG) and differential Thermogravimetric (DTG) techniques. Thermal analysis results indicated that HQ-Fcs were thermally stable and have better burning rate catalytic effects in accelerating thermal decomposition of AP. Anti-migration behavior of HQ-Fcs in comparison to commonly used 2,2-bis (ethylferrocenyl) propane (catocene) and Fc was evaluated. It was observed that HQ-Fcs delivered excellent anti-migration performances than catocene and Fc.