[Fe((η5-C5H4)-C(CH3)=N-C6H4OCH3-4)2] | 182273-74-1

• 英文名称: [Fe((η5-C5H4)-C(CH3)=N-C6H4OCH3-4)2]
• 英文别名: 1,1’-bis[1-(4-methoxyphenylimino)ethyl]ferrocene；[Fe((η5-C5H4)C(CH3)NC6H4-4-OMe)2]
• CAS: 182273-74-1
• 化学式: C₂₈H₂₈FeN₂O₂
• 分子量: 480.39
• InChiKey: FTNYVYWCRPEVFI-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：

  [Fe((η5-C5H4)-C(CH3)=N-C6H4OCH3-4)2] 在 I₂ 作用下， 以 not given 为溶剂， 生成 [Fe((η5-C5H4)C(CH3)NC6H4-4-OMe)2](1+)
  参考文献：
  名称：

  From diacetylferrocene to 1,1′-ferrocenyldiimines: Substituent effects on synthesis, molecular structure, electrochemical behavior and optical absorption property

  摘要：

  A series of 1,1'-ferrocenyldiimines [Fe{(eta(5)-C5H4)-C(Me)N-R)(2)], where R = n-hexyl 1a, cyclohexyl 1b, phenyl 1c, 4-methoxyphenyl 1d, 3-methoxyphenyl 1e, 4-nitrophenyl 1f, and 3-nitrophenyl 1g, have been synthesized by reactions of ca. 1:2 M ratio of 1,1'-diacetylferrocene and the corresponding amines. While ca. 1:1 M ratio of the starting materials was employed, acetylferrocenylimines [Fe{(eta(5)-C5H4)-C(CH3)=O}{(eta(5)-C5H4)-C(CH3)=N-R}], where R = 4-nitrophenyl 2f, and 3-nitrophenyl 2g, were obtained. Single crystal X-ray structural analysis revealed that the two cyclopentadienyl rings in 1d, le, 1g, 2f, and 2g were antiperiplanar staggered, anticlinal eclipsed, anticlinal eclipsed/synclinal eclipsed, synclinal eclipsed, and synclinal eclipsed to each other in solid state, respectively. All synthesized ferrocene derivatives exhibited a reversible one-electron redox process in their cyclic voltammograms, and the values of their redox potentials relied on the R groups. The correlation between the redox potential and the Hammett substituent constant, sigma(p) was quite well, with a correlation coefficient of 0.98. The UV-vis spectra showed that their optical property was also substituent dependent. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.06.047
• 作为产物：
  描述：

  1,1'-diacetylferrocene 、 甲氧苯胺 在 四氯化钛 作用下， 以 甲苯 为溶剂， 以65%的产率得到[Fe((η5-C5H4)-C(CH3)=N-C6H4OCH3-4)2]
  参考文献：
  名称：

  1,1'-双[（N-甲基-N-苯基）氨基甲基（乙基）]二茂铁的合成与表征。[Fe {（η5-C5H4）–C（C6H5）N–CH2C6H4CH3-4} 2]和2 [Fe {（η5-C5H4）–CH2N（CH3）–C6H4OCH3-4} 2]·1 / 4H2O的晶体结构

  摘要：

  摘要以四氯化钛为催化剂，将二酰基二茂铁（酰基=甲酰基，乙酰基和苯甲酰基）和苯胺或苄胺直接或催化缩合，分别得到相应的二亚胺1–3。在THF中用硼氢化钠或氢化铝锂/氯化铝还原这些亚胺，得到1,1'-双[（（N-苯​​基）氨基甲基（乙基）]]二茂铁（4、5）和1,1'-双[（N -苄基）氨基苄基]二茂铁（6）。用甲醛水溶液，氰基硼氢化物和乙酸将4-6还原甲基化，仅得到1,1'-双[（（N-甲基-N-苯基）氨基甲基（乙基）]]二茂铁（7，8）。未得到1,1'-双[[（（N-甲基-N-苄基）氨基}苄基]二茂铁（9），可能是由于它们在酸性条件下的脱苄基作用。通过单晶X射线分析确定3g和7a的分子结构。

  DOI：

  10.1016/j.poly.2006.09.093

文献信息

• Synthesis of 1,1′-diacetylferrocene imines via catalytic oxo/imido heterometathesis
  作者：Andrey V. Pichugov、Nikolai S. Bushkov、Liudmila V. Erkhova、Pavel A. Zhizhko、Svetlana Ch. Gagieva、Dmitry N. Zarubin、Nikolai A. Ustynyuk、Dmitry A. Lemenovskii、Haojie Yu、Li Wang

  DOI：10.1016/j.jorganchem.2019.01.018

  日期：2019.5

  A novel CN bond forming strategy based on oxo/imido heterometathesis between N-sulfinylamines and ketones, catalyzed by a well-defined silica-supported Ti imido complex, was applied to prepare a series of hardly accessible 1,1’-diacetylferrocene ketimines.

  一种基于N-亚磺酰基胺和酮之间的羰基/亚氨基杂复分解的新颖C N键形成策略，由定义明确的二氧化硅支撑的Ti亚氨基配合物催化，用于制备一系列难以接近的1,1'-二乙酰基二茂铁酮亚胺。
• Synthesis and stereochemistry of bis(cyclopalladium) complexes of 1,1′-bis[1-(arylimino)ethyl]ferrocenes
  作者：Yang Tie Wu、Yuan Hong Liu、Yang Li、Zhu Qixiu

  DOI：10.1016/0277-5387(96)00101-5

  日期：1997.1

  Abstract Double cyclopalladation of 1,1′-bis[(arylimino)ethyl]ferrocenes with Li 2 PdCl 4 followed by treatment with PPh 3 afforded meso and dl stereoisomers of bis(palladium) complexes and the individual stereoisomers were isolated successfully by column chromatography. The composition and the structure of the metallocycles were characterized by elemental analysis, IR and 1 H NMR spectroscopy. A mechanism

  摘要用Li 2 PdCl 4对1,1'-双[（芳基）乙基]二茂铁进行双环钯反应，再用PPh 3处理得到双（钯）配合物的内消旋和dl立体异构体，并通过柱色谱法成功分离出各个立体异构体。通过元素分析，IR和1 H NMR光谱对金属环的组成和结构进行了表征。提出了在环钯反应中形成立体异构体的机理。
• Tungsten Oxide Dispersed on Silica as Robust and Readily Available Oxo/Imido Heterometathesis Catalyst
  作者：Nikolai S. Bushkov、Andrey V. Rumyantsev、Anton A. Zhizhin、Tatyana V. Strelkova、Roman A. Novikov、Evgenii I. Gutsul、Rina U. Takazova、Dinara K. Kitaeva、Nikolai A. Ustynyuk、Pavel A. Zhizhko、Dmitry N. Zarubin

  DOI：10.1002/cplu.202400029

  日期：2024.8

  Tungsten oxide dispersed on silica (WO3/SiO2), robust and widely used industrial material, was shown to be an efficient oxo/imido heterometathesis catalyst and applied for the preparation of ketimines hardly accessible by classical methods demonstrating the performance competitive with the previously reported highly sensitive catalysts prepared via Surface Organometallic Chemistry.

  分散在二氧化硅上的氧化钨 (WO 3 /SiO 2 )是一种坚固且广泛使用的工业材料，被证明是一种有效的氧代/亚氨基杂复分解催化剂，可用于制备传统方法难以获得的酮亚胺，表现出与以前的方法相比具有竞争力的性能报道了通过表面有机金属化学制备的高灵敏度催化剂。