{4-[2,5-bis(decyloxy)-4-iodophenyl]buta-1,3-diynyl}trimethylsilane | 869486-08-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: {4-[2,5-bis(decyloxy)-4-iodophenyl]buta-1,3-diynyl}trimethylsilane
• 英文别名: ((2,5-bis(decyloxy)-4-iodophenyl)buta-1,3-diynyl)trimethylsilane
• CAS: 869486-08-8
• 化学式: C₃₃H₅₃IO₂Si
• 分子量: 636.773
• InChiKey: JNUVJRGHQORPSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.56
• 重原子数：
  37.0
• 可旋转键数：
  20.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  {4-[2,5-bis(decyloxy)-4-iodophenyl]buta-1,3-diynyl}trimethylsilane 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 potassium carbonate 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 2-(4-Buta-1,3-diynyl-2,5-didecoxyphenyl)ethynyl-tri(propan-2-yl)silane
  参考文献：
  名称：

  Preparation of Fullerene−Polyyne Nanospheres via Thermally Induced Solid-State Polymerization

  摘要：

  A 1,3,5,7-octatetrayne-linked bis(fullerene) compound has been synthesized. Through a thermally induced solid-state polymerization reaction on a surface, the solid thin film of this compound was transformed into a highly uniform and well organized polymer nanosphere array. This finding suggests a simple and useful method for the preparation of carbon-rich, fullerene-containing nanoparticles.

  DOI：

  10.1021/ja054669n
• 作为产物：
  描述：

  2,5-bis(decyloxy)-4-(trimethylsilylethynyl)iodobenzene 在 甲醇 、 air 、 四甲基乙二胺 、 potassium carbonate 、 copper(l) chloride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 2.25h， 生成 {4-[2,5-bis(decyloxy)-4-iodophenyl]buta-1,3-diynyl}trimethylsilane
  参考文献：
  名称：

  Preparation of Fullerene−Polyyne Nanospheres via Thermally Induced Solid-State Polymerization

  摘要：

  A 1,3,5,7-octatetrayne-linked bis(fullerene) compound has been synthesized. Through a thermally induced solid-state polymerization reaction on a surface, the solid thin film of this compound was transformed into a highly uniform and well organized polymer nanosphere array. This finding suggests a simple and useful method for the preparation of carbon-rich, fullerene-containing nanoparticles.

  DOI：

  10.1021/ja054669n

文献信息

• Conjugated Oligoyne-Bridged [60]Fullerene Molecular Dumbbells: Syntheses and Thermal and Morphological Properties
  作者：Ningzhang Zhou、Yuming Zhao

  DOI：10.1021/jo9021748

  日期：2010.3.5

  A series of linear and star-shaped pi-conjugated oligomer hybrids (2-5) composed of an oligoyne core, ranging from 1,3-butadiyne to 1,3,5.7,9,11-dodecahexayne, and fullerenyl end-capping groups has been synthesized and studied. The molecular structures of these fullerene-oligoyne hybrids were assembled through three key reactions. Pd-catalyzed cross-coupling, Cu-catalyzed oxidative homocoupling, and an in situ alkynylation reaction on [60]fullerene. The properties of these compound were investigated by UV-vis spectroscopy, differential scanning calorimetry (DSC), and atomic force microscopy (AFM) with the purpose of understanding the thermal reactivity arising from the oliogyne moieties as well as the morphological properties on surface. Our study shows that these fullerene-oliogyne hybrids tend to aggregate in different morphologies, including nanospheres, nanoflakes, and continuous thin films, while the morphological properties appear to be subject to the influence of molecular factors such as oligomer chain length, solubilizing alkylphenyl groups, and the thermal reactivity of the oligoyne unit. The correlation between molecular property and interfacial aggregation behavior evinced by these fullerene-oligoyne hybrids suggests a viable approach to exert bottom-up control over the structures and properties of fullerene based nanomaterials.