1,4-bis(trifluoromethyl)-2,5-bis(trimethylsilylethynyl)benzene | 1084895-79-3

• 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: 1,4-bis(trifluoromethyl)-2,5-bis(trimethylsilylethynyl)benzene
• 英文别名: 1,4-bis(trimethylsilylethynyl)-2,5-di(trifluoromethyl)benzene；1,4-bis(trimethylsilylethynyl)-2,5-bis(trifluoromethyl)benzene；2-[2,5-Bis(trifluoromethyl)-4-(2-trimethylsilylethynyl)phenyl]ethynyl-trimethylsilane
• CAS: 1084895-79-3
• 化学式: C₁₈H₂₀F₆Si₂
• 分子量: 406.518
• InChiKey: FWTTYYPEJGBKJX-UHFFFAOYSA-N

物化性质

• 沸点：
  331.2±42.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.18
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4-bis(trifluoromethyl)-2,5-bis(trimethylsilylethynyl)benzene 在 氢氧化钾 、 水 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以435 mg的产率得到1,4-diethynyl-2,5-bis(trifluoromethyl)benzene
  参考文献：
  名称：

  p-Diethynylbenzene-based molecular wires, Fe–C C-p-C6H2X2–C C–Fe [Fe= Fe(η5-C5Me5)(dppe)]: Synthesis, substituent effects and unexpected formation of benzodifuran complex

  摘要：

  A series of p-diethynylbenzene- based molecular wires, Fe-C C-p-C6H2X2-C C-Fe (3) (Fe = FeCp* (dppe)), is prepared and their wire-like performance is estimated on the basis of the K-C and V-ab values. It has been revealed that electron-donating substituents (X) improve the performance. The benzodifuran complex 4 unexpectedly formed from the derivative with X = OH shows the performance comparable to 3. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.01.019
• 作为产物：
  描述：

  1,4-dibromo-2,5-bis(trifluoromethyl)benzene 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 以87%的产率得到1,4-bis(trifluoromethyl)-2,5-bis(trimethylsilylethynyl)benzene
  参考文献：
  名称：

  Highly Luminescent BODIPY-Based Organoboron Polymer Exhibiting Supramolecular Self-Assemble Structure

  摘要：

  A novel class of rod-coil type-organoboron polymers with p-phenylene-ethynylene as the rod segment and long alkyl chain (decyl group) as coil segment has been prepared from a Sonogashira-Hagihara coupling reaction of a BODIPY-based monomer having bis-iodophenyl and decyl groups with diyne monomers, 1,4-diethynylbenzene (a), 1,4-diethynyl-2,5bis(trifluoromethyl)benzene (b), and 2,7-diethynyl-9,9-dihexyl-9H-fluorene (c). The characterization by means of scanning electron microscopy (SEM) and transmission electron microscopy (TEM) revealed the strong tendency of the obtained polymers, 2a, 2b, and 2c, to self-assemble into particles in solution and as-casted films on a mu m-nm scale. Especially, 2a showed the presence of nm-sized particles and mu m-sized fiber-like structures formed by aggregation of each particle. Further, in CHCl3, the gelation of 2a by three-dimensional aggregation of each fiber was observed at room temperature after 24 h. Their luminescent properties showed high energy transfer efficiency from pi-conjugated polymer linkers to BODIPY moieties (Phi(F) > 71%).

  DOI：

  10.1021/ja806939w

文献信息

• The Use of Bridging Ligand Substituents to Bias the Population of Localized and Delocalized Mixed‐Valence Conformers in Solution
  作者：Parvin Safari、Simon Gückel、Josef B. G. Gluyas、Stephen A. Moggach、Martin Kaupp、Paul J. Low

  DOI：10.1002/chem.202200926

  日期：2022.8.4

  The electronic structure and associated spectroscopic properties of ligand-bridged, bimetallic 'mixed-valence' complexes of the general form M}(μ-B)M+ } are dictated by the electronic couplings, and hence orbital overlaps, between the metal centers mediated by the bridge. In the case of complexes such as [Cp*(dppe)Ru}(μ-C≡CC6 H4 C≡C)Ru(dppe)Cp*}]+ , the low barrier to rotation of the half-sandwich

  通式 M}(μ-B)M+} 的配体桥接双金属“混合价”配合物的电子结构和相关光谱特性由金属中心之间的电子耦合和轨道重叠决定以桥梁为中介。在诸如 [Cp*(dppe)Ru}(μ-C≡CC6 H4 C≡C)Ru(dppe)Cp*}]+ 等配合物的情况下，半夹层金属碎片的旋转势垒低乙炔部分周围的亚芳基桥导致整个构象能量景观中存在许多能量最小值。由于轨道重叠对金属碎片和亚芳基桥通过类似 Karplus 的关系的特定相互取向也很敏感，种群范围的不同成员举例说明了从强局部化（弱耦合 Robin-Day II 类）到完全离域（Robin-Day III 类）的电子结构。在这里，我们使用混合密度泛函 BLYP35-D3 和连续溶剂模型的电子结构计算，结合 UV-vis-NIR 和 IR 光谱电化学研究来表明配合物 [Cp*(dppe)Ru}( μ-C≡CArC≡C)Ru(dppe)Cp*]+