2-bromo-4-triisopropylsilylethynyl-trimethylsilylethynylbenzene | 864920-09-2

• 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: 2-bromo-4-triisopropylsilylethynyl-trimethylsilylethynylbenzene
• 英文别名: 2-[3-Bromo-4-(2-trimethylsilylethynyl)phenyl]ethynyl-tri(propan-2-yl)silane
• CAS: 864920-09-2
• 化学式: C₂₂H₃₃BrSi₂
• 分子量: 433.579
• InChiKey: GAGUIJHQUDIERE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.25
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.55
• 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：

  2-bromo-4-triisopropylsilylethynyl-trimethylsilylethynylbenzene 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 三叔丁基膦 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.75h， 生成 (5S,13S)-19-[2-[2-[2-(2,5-didecoxy-4-iodophenyl)ethynyl]-5-[2-tri(propan-2-yl)silylethynyl]phenyl]ethynyl]-5,13-diphenyl-3,6,9,12,15-pentaoxabicyclo[15.3.1]henicosa-1(20),17(21),18-trien-21-ol
  参考文献：
  名称：

  Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines

  摘要：

  利用手性鉴别的非线性反应，设计并构建了一种具有手性伪 18-18-18-Crown-6 的聚苯乙炔智能系统。灵敏度和选择性都比质量作用定律所限制的灵敏度和选择性有所提高。

  DOI：

  10.1039/c2cc30417a
• 作为产物：
  描述：

  2-溴-4-碘苯胺 在 盐酸 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 三乙胺 、 sodium nitrite 、 碘甲烷 作用下， 以 水 为溶剂， 反应 17.0h， 生成 2-bromo-4-triisopropylsilylethynyl-trimethylsilylethynylbenzene
  参考文献：
  名称：

  Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines

  摘要：

  利用手性鉴别的非线性反应，设计并构建了一种具有手性伪 18-18-18-Crown-6 的聚苯乙炔智能系统。灵敏度和选择性都比质量作用定律所限制的灵敏度和选择性有所提高。

  DOI：

  10.1039/c2cc30417a

文献信息

• Synthesis and Properties of Oligo[<i>n</i>]cruciforms: Nanosized Sterically Encumbered Tetraethynylphenyl-Homologated Fluorophores
  作者：Abdelaziz Al Ouahabi、Paul N. W. Baxter、Jean-Paul Gisselbrecht、André De Cian、Lydia Brelot、Nathalie Kyritsakas-Gruber

  DOI：10.1021/jo802797e

  日期：2009.7.3

  A series of nanosized phenylencethynylenes have been prepared which are sterically insulated from the surrounding environment by multiple functionalization with triisopropylsilyl (TIPS) substituents. The phenyleneethynylenes comprise oligo[n]cruciforms 1-4 (n = 3-5) and a dehydrotribenzo[12]annulene 5, the former of which possess para-acyclic and the latter ortho-cyclic electronic conjugation pathways. All compounds were characterized by H-1 and C-13 NMR, IR, and mass spectroscopic techniques. The X-ray crystal structure of 1 confirmed the sterically isolating properties of the TIPS substituents. A comparison of the physical properties of these electronically differing systems revealed that they were all luminescent upon UV irradiation displayed negligible aggregation in dilute solution and that particular members of the series studied were electrochemically active, undergoing facile reversible reductions. The phenyleneethynylenes also exhibited significantly enhanced thermal stability by virtue of the presence of the TIPS substituents. The properties of 1-5 suggest that they are promising building blocks for the construction of materials for novel molecular electronics applications.
• Amplification of enantioselectivity and sensitivity based on non-linear response of molecular wire bearing pseudo-18-crown-6 to chiral amines
  作者：Keiji Hirose、Shintaro Miura、Yui Senda、Yoshito Tobe

  DOI：10.1039/c2cc30417a

  日期：——

  Exploiting a non-linear response for chiral discrimination, an intelligent system capable of chirality amplification was designed and constructed as poly(phenyleneethynylene) having chiral pseudo-18-crown-6. Both sensitivity and selectivity were amplified from those limited by the law of mass action.

  利用手性鉴别的非线性反应，设计并构建了一种具有手性伪 18-18-18-Crown-6 的聚苯乙炔智能系统。灵敏度和选择性都比质量作用定律所限制的灵敏度和选择性有所提高。