1,4-bis[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diyne | 155587-94-3

• 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[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diyne
• 英文别名: Trimethyl-[2-[2-[4-[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diynyl]phenyl]ethynyl]silane
• CAS: 155587-94-3
• 化学式: C₂₆H₂₆Si₂
• 分子量: 394.663
• InChiKey: NEIMCSVVRSKJHU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.55
• 重原子数：
  28
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,4-bis[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diyne 在 potassium fluoride 、 水 、 copper(l) chloride 作用下， 以 四氢呋喃 、 吡啶 、 甲醇 为溶剂， 生成 [4.4]orthocyclopha-1,3,11,13-tetrayne
  参考文献：
  名称：

  Synthesis and crystal structure of 1,2:7,8 : 13,14:19,20-tetrabenzocyclotetracosa-1,7,13,19-tetraene-3,5,9,11,15,17,21,23-octayne

  摘要：

  标题化合物是通过格拉塞偶联反应以较高产率合成的，并通过 X 射线晶体学和光谱学进行了表征。

  DOI：

  10.1039/c39940000243
• 作为产物：
  描述：

  1-乙炔基-2-碘苯 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 copper diacetate 、 三苯基膦 作用下， 以 吡啶 、 甲醇 为溶剂， 生成 1,4-bis[2-(2-trimethylsilylethynyl)phenyl]buta-1,3-diyne
  参考文献：
  名称：

  Synthesis and crystal structure of 1,2:7,8 : 13,14:19,20-tetrabenzocyclotetracosa-1,7,13,19-tetraene-3,5,9,11,15,17,21,23-octayne

  摘要：

  标题化合物是通过格拉塞偶联反应以较高产率合成的，并通过 X 射线晶体学和光谱学进行了表征。

  DOI：

  10.1039/c39940000243

文献信息

• Chirality Sensing With Stereodynamic Biphenolate Zinc Complexes
  作者：Keith W. Bentley、Zeus A. Santos、Mary J. Weiss、Christian Wolf

  DOI：10.1002/chir.22489

  日期：2015.10

  polyarylacetylene framework with terminal phenol groups were synthesized. Reaction with diethylzinc gives stereodynamic complexes that undergo distinct asymmetric transformation of the first kind upon binding of chiral amines and amino alcohols. The substrate‐to‐ligand chirality imprinting at the zinc coordination sphere results in characteristic circular dichroism signals that can be used for direct enantiomeric

  合成了由具有末端酚基的助熔聚芳基乙炔骨架组成的两个双齿配体。与二乙基锌反应生成立体动力学复合物，该复合物在手性胺和氨基醇结合后会经历明显的第一类不对称转化。锌配位体上的底物-配体手性印迹产生了特征性的二向色性信号，可用于直接对映体过量（ee）分析。与传统的高效液相色谱方法相比，这种化学传感方法具有以少量样品进行高通量ee筛选的潜力，并减少了溶剂浪费。手性27：700–707，2015。©2015 Wiley Periodicals，Inc.
• Enantioselective sensing of carboxylic acids with a bis(urea)oligo(phenylene)ethynylene foldamer
  作者：Zeus A. De los Santos、Georgy Yusin、Christian Wolf

  DOI：10.1016/j.tet.2019.01.070

  日期：2019.3

  of chiral compounds has received increasing attention in recent years, in particular because of the potential to accelerate asymmetric reaction analysis. In this study, we prepared conformationally flexible oligo(phenylene)ethynylene foldamers carrying peripheral bis(trifluoromethyl)phenylurea units that undergo hydrogen bonding with chiral carboxylic acids. This interaction results in a chiral amplification

  近年来，用于手性化合物光学传感的分子探针的开发受到越来越多的关注，特别是因为它有可能加速不对称反应分析。在这项研究中，我们制备了带有外围双（三氟甲基）苯基脲单元的构象柔性低聚（亚苯基）乙炔基折叠剂，它们与手性羧酸进行氢键结合。这种相互作用导致在立体动力学传感器支架上的手性扩增过程，该过程与高波长处的特征性圆二色性信号相吻合。诱导的手性信号可以定量测定底物的对映体过量，这由酒石酸的非外消旋样品证实。手性传感测定速度快，
• Synthesis and Photophysical Studies of Chiral Helical Macrocyclic Scaffolds via Coordination-Driven Self-Assembly of 1,8,9,16-Tetraethynyltetraphenylene. Formation of Monometallic Platinum(II) and Dimetallic Platinum(II)−Ruthenium(II) Complexes
  作者：Fang Lin、Hai-Yan Peng、Jing-Xing Chen、David T. W. Chik、Zongwei Cai、Keith M. C. Wong、Vivian W. W. Yam、Henry N. C. Wong

  DOI：10.1021/ja106599j

  日期：2010.11.24

  This paper is concerned with the synthesis and reactions of enantiopure 1,8,9,16-tetraethynyltetraphenylene (3). We obtained 3 in 34% yield through four steps starting from 1,8,9,16-tetrahydroxytetraphenylene (2a) via a functional group interconversion strategy. On the basis of this chiral "helical" building block, three rigid helical macrocycles 14, 15, and 22 were designed. Complexes 14 and 15 were constructed via coordination-driven self-assembly with platinum(II) complexes 8 and 9b, while 22 cannot be obtained successfully. Then macrocycle 28 was designed on the structural basis of 22 to which octyl chains were introduced, in the hope of improving the solubility of the complex. Macrocycle 28 was finally formed and was characterized by NMR spectroscopy, elemental analysis, and electrospray mass spectrometry. For the enantiopure 15 and 28, circular dichroism (CD) spectra also exhibited chiral properties. Complexes 27 aid 28 both exhibited an intense emission band at 621 nm in acetonitrile at 298 K upon excitation at lambda > 420 nm.
• Syntheses and crystal structures of strained planar silacyclynes containing a diacetylene unit
  作者：Li Guo、Joseph M. Hrabusa III、Claire A. Tessier、Wiley J. Youngs、Robert Lattimer

  DOI：10.1016/s0022-328x(98)01102-4

  日期：1999.4

  The synthesis and structural characterization of three silicon diacetylenic heterocyclynes 1,1-diisopropyl-4,5:10,11-dibenzosilacyclotrideca-4,10 diene-2,6,8,12-tetrayne (4), 1,1-dimethyl-4,5:10,11-dibenrosilacyclotrideca-4,10-diene-2,6,8,12-tetrayne (5), and 1-methyl-1-n-octadecyl-4,5:10,11-dibenzosilacyclotrideca-4,10-diene-2,6,8,12-tetrayne (6) are reported. A dimer (7) and a cobalt complex (9) of 4 have also been characterized. Deprotonation of 1,4-di-(o-ethynylphenyl)butadiyne with two equivalents of n-BuLi resulted in the formation of the dianion. Addition of one equivalent of the appropriate dialkyldichlorosilane to a highly diluted THF solution of the dianion resulted in the formation of compounds 1, 5, 6 and 7. These compounds were irradiated and were annealed. Comparisons to related compounds are made. (C) 1999 Elsevier Science S.A. All rights reserved.