1,1'-bis(ferrocenylethynyl)-4,4’-biphenyl | 681486-44-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,1'-bis(ferrocenylethynyl)-4,4’-biphenyl
• 英文别名: 4,4-bis-(ferrocenylethynyl)biphenyl；cyclopenta-1,3-diene;1-(2-cyclopenta-2,4-dien-1-ylethynyl)-4-[4-(2-cyclopenta-2,4-dien-1-ylethynyl)phenyl]benzene;iron(2+)
• CAS: 681486-44-2
• 化学式: C₃₆H₂₆Fe₂
• 分子量: 570.296
• InChiKey: OOOGJSGXDDIWFK-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：

  dicobalt octacarbonyl 、 1,1'-bis(ferrocenylethynyl)-4,4’-biphenyl 以 苯 为溶剂， 以93%的产率得到
  参考文献：
  名称：

  Studies on the synthesis, characterization and reactivity of new ferrocenylacetylenylbiphenyl derivatives

  摘要：

  A series of ferrocenylacetylenylbiphenyl derivatives Fc-C C-R [R = C6H4-C6H5 (1), C6H4-C6H4-I (2), C6H4-C6H4-NO2, (3), C6H3(NO2)-C6H4I (4)] and Fc-C C-R'-C C-R" [R" = Fc, R'= C6H4-C6H4 (5), C6H3(NO2)-C6H4 (6); R" = C6H5, R' = C6H4-C6H4 (7)] were synthesized from FcC CH and biphenyl iodides by the Castro-Stephens and Sonogashira coupling reactions, in which compounds 1, 2, 3, 4, 6 and 7 are new. Seven new complexes [Fc-C C-R][Co-2(CO)(6)] [R = C6H4-C6H5 (8), C6H4-C6H4-I (9), C6H4-C6H4-NO2, (10),C6H3(NO2)-C6H4I (11)] and [Fc-C C-R'-C C-R"] [Co-2(CO)(6)](2) [R" Fc, R'= C6H4-C6H4 (12), C6H3(NO2)-C6H4 (13); R" = C6H5, R'= C6H4-C6H4 (14)] were obtained by the reaction of the ligands Fc-C C-R and Fc-C C-R'-C C-R" with Co-2(CO)(8), respectively. Compounds 1-7 and their complexes 8-14 have been characterized by element analysis and spectroscopy, as well as by X-ray diffraction for 1, 4, 8, 9 and 11. The electrochemical data of compounds 1-12 have been obtained by cyclic voltarnmetry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.02.023
• 作为产物：
  描述：

  1-ethylferrocene 、 4,4-二碘联苯 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以94%的产率得到1,1'-bis(ferrocenylethynyl)-4,4’-biphenyl
  参考文献：
  名称：

  通过芳基，联芳基和三芳基间隔基连接的1,1,4,4-四甲基--2-二茂铁基-1,3-丁二烯的合成，性质和氧化还原行为

  摘要：

  芳基取代的1,1,4,4-四氰基-1,3-丁二烯（FcTCBDs）和双（1,1,4,4-四氰基丁二烯）（bis-FcTCBDs）在每个末端均具有二茂铁基。通过在[2 + 2]环加成反应中各种炔烃与四氰基乙烯（TCNE）的反应制备，然后对最初形成的[2 + 2]环加合物（即环丁烯衍生物）进行逆电环化。通过使用紫外/可见光谱研究了供体（二茂铁）和受体（TCBD）部分之间的特征分子内电荷转移（ICT）。通过循环伏安法（CV）和微分脉冲伏安法（DPV）检查了FcTCBD和bis-FcTCBD的氧化还原行为，这揭示了它们根据二茂铁和TCBD部分的数量进行多电子转移的特性。而且，

  DOI：

  10.1002/chem.201405004

文献信息

• Synthesis and characterisation of aromatic ethynyl-bridged ferrocenes
  作者：Nazia Chawdhury、Nicholas J. Long、Mary F. Mahon、Li-ling Ooi、Paul R. Raithby、Stephanie Rooke、Andrew J.P. White、David J. Williams、Muhammad Younus

  DOI：10.1016/j.jorganchem.2003.11.035

  日期：2004.2

  A series of aromatic ethynyl-bridged ferrocenes with the general formula Fc-CdropC-R-CdropC-Fc (Fc = ferrocenyl, R = C6H2(-p-CH3)(2) (1), C6H4-p-C6H4 (2), C5H3N (3), 9,10-C14H8 (4), C4H2S (5), (C4H2S)(2) (6) and (C4H2S)(3) (7)) has been synthesised by the reaction of ethynyl ferrocene with the appropriate dibromo-arenes. The new complexes have been characterised by spectroscopic techniques. The structures of 3 and 7 were determined via X-ray crystallography, and both show the trans-trans configuration of the two ethynyl ferrocene groups with respect to the central R group. The electronic properties of the compounds have been studied via optical spectroscopy and cyclic voltammetry. (C) 2004 Elsevier B.V. All rights reserved.