1,1'-bis(trimethylsilylethynyl)triferrocene | 316378-91-3

• 英文名称: 1,1'-bis(trimethylsilylethynyl)triferrocene
• 英文别名: [(CH3)3SiC2(ferrocenyl)3C2Si(CH3)3]；[Me3SiCC-(ferrocenyl)3-CCSiMe3]；[(CH3)3SiC2(fc)3C2Si(CH3)3]
• CAS: 316378-91-3
• 化学式: C₄₀H₄₂Fe₃Si₂
• 分子量: 746.485
• InChiKey: BUPAYBZEQWIYMM-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：

  1,1'-bis(trimethylsilylethynyl)triferrocene 在 K₂CO₃ 作用下， 以 甲醇 、 乙醚 为溶剂， 以75%的产率得到1,1'-bis(ethynyl)triferrocene
  参考文献：
  名称：

  Toward the Development of Molecular Wires:  A Terpyridine Spacer Containing Polyferrocenylalkyne Linkages

  摘要：

  The preparation, characterizations, and electrochemical measurements of the terpyridine-ferrocenylalkyne spacers (tpy-C C-(fc)(n)-C C-tpy; tpy = terpyridyl; fc = ferrocenyl; n = 2, 3) are described. In the electrochemical measurements, the charge could be delocalized to the cyclopentadienyl and ethynyl moieties caused by the built-up charge density upon oxidation of the ferrocenyl moiety.

  DOI：

  10.1021/om051061e
• 作为产物：
  描述：

  4-Cyclopenta-2,4-dien-1-ylidenecyclopentene;2-iodocyclopenta-1,3-diene;iron(2+) 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper diacetate 作用下， 以 further solvent(s) 为溶剂， 以22%的产率得到1,1'-bis(trimethylsilylethynyl)triferrocene
  参考文献：
  名称：

  Communication between Co₂(CO)₄dppm Units via Polyferrocenylalkyne Linkages

  摘要：

  The synthesis and characterization of a family of ethynylbi- and ethynylterferrocenyls, I-Fc(2)C=CR, Fc(2)C=CR, and Fc(2)(C=CR)(2) (R = Fc, SiMe3), I-Fc(3)C=CSiMe3, Fc(3)C=CSiMe3, Fc(3)(C=CSiMe3)(2), and their Co-2(CO)(6) and Co-2(CO)(4)dppm complexes are described. The structure adopted by Fc(2){[Co-2(CO)(4)dppm C2SiMe3]}(2) minimizes the steric interactions between the biferrocene and dppm moieties. Electrochemical studies show that identical redox centers-ferrocenyl termini, Co-2(CO)(4)dppm units, or ferrocenyl groups in the core-communicate independently with each other.

  DOI：

  10.1021/om000493g

文献信息

• Syntheses, structure, and electrochemical properties of homo-metallic binuclear complexes containing ferrocenyl–ethynyl spacers
  作者：Teng-Yuan Dong、Chiao-Pei Chen、Chun-Ting Kuo、Shu-Fan Lin、Chen-Ni Chen、Shao-Chun Hsu、Yuh-Sheng Wen

  DOI：10.1016/j.ica.2010.03.012

  日期：2010.5

  electrochemical properties in the series of multinuclear ferrocenyl–ethynyl complexes with formula [( η 5 -C 5 R 5 )(P 2 )M II –C C–(fc) n –C C–M II (P 2 )( η 5 -C 5 R 5 )] (fc = ferrocenyl; M = Fe(II), Ru(II), Os(II); R = H, CH 3 ; P 2 = Ph 2 PCH 2 CH 2 PPh 2 (dppe), (C 2 H 5 ) 2 PCH 2 CH 2 P(C 2 H 5 ) 2 (depe)) are reported. Complexes with more electron-rich ligand environment, such as [M( η 5 -C 5 R 5 )P

  摘要具有[[η5 -C 5 R 5）（P 2）M II -CC-（fc）n -CC-M II（P 2）（ η5 -C 5 R 5）]（fc =二茂铁基； M = Fe（II），Ru（II），Os（II）； R = H，CH 3； P 2 = Ph 2 PCH 2 CH 2 PPh 2（ dppe），（C 2 H 5）2 PCH 2 CH 2 P（C 2 H 5）2（depe））被报道。关于电子耦合的理解，还制备了具有更富电子配体环境的配合物，例如[M（η5 -C 5 R 5）P 2]（R = CH 3和P 2 = dppe，depe）。机制。结构确定证实二茂铁基团直接连接至乙炔基键，乙炔基键合至假八面体[（η5 -C 5 R 5）（P 2）M]金属中心。这些配合物经历从0.0到1的顺序可逆氧化事件。0 V称为无水CH 2 Cl 2溶液中的Ag / AgCl电极，并且低电位波已分配给两个端基
• Long-distance electronic interaction in a molecular wire consisting of a ferrocenyl–ethynyl unit bridging two [(η5-C5H5)(dppe)M] metal centers
  作者：Teng-Yuan Dong、Shu-Fan Lin、Chiao-Pei Chen、Shu-Wen Yeh、Hsing-Yin Chen、Yuh-Sheng Wen

  DOI：10.1016/j.jorganchem.2008.12.056

  日期：2009.4

  Several multinuclear ferrocenyl-ethynyl complexes of formula [(eta(5)-C5H5)(dppe)M-II-C C-(fc)(n)-C C-M-II(dppe)(eta(5)-C5H5)] (fc = ferrocenyl; dppe = Ph2PCH2CH2PPh2; 1: M-II = Ru2+, n = 1; 2: M-II = Ru2+, n = 2; 3: M-II = Ru2+, n = 3; 4: M-II = Fe2+, n = 2; 5: M-II = Fe2+, n = 3) were studied. Structural determinations of 2 and 4 confirm the ferrocenyl group directly linked to the ethynyl linkage which is linked to the pseudo-octahedral [(eta(5)-C5H5)(dppe)M] metal center. Complexes of 1-5 undergo sequential reversible oxidation events from 0.0 V to 1.0 V referred to the Ag/AgCl electrode in anhydrous CH2Cl2 solution and the low-potential waves have been assigned to the end-capped metallic centers. The solid-state and solution-state electronic configurations in the resulting oxidation products of [1](+) and [2](2+) were characterized by IR, X-band EPR spectroscopy, and UV-Vis at room temperature and 77 K. In [1](+) and [2](2+), broad intervalence transition band near 1600 nm is assigned to the intervalence transition involving photo-induced electron transfer between the Ru3+ and Fe2+ metal centers, indicating the existence of strong metal-to-metal interaction. Application of Hush's theoretical analysis of intervalence transition band to determine the nature and magnitude of the electronic coupling between the metal sites in complexes [1](+) and [2](2+) is also reported. Computational calculations reveal that the ferrocenyl-ethynyl-based orbitals do mix significantly with the (eta(5)-C5H5)(dppe)Ru metallic orbitals. It clearly appears from this work that the ferrocenyl-ethynyl spacers strongly contribute in propagating electron delocalization. (c) 2009 Elsevier B.V. All rights reserved.