(S)-trimethyl((4-(nonan-2-yloxy)phenyl)ethynyl)silane | 1414963-58-8

• 英文名称: (S)-trimethyl((4-(nonan-2-yloxy)phenyl)ethynyl)silane
• CAS: 1414963-58-8
• 化学式: C₂₀H₃₂OSi
• 分子量: 316.559
• InChiKey: UJOWITWTQQVVQW-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  22.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.23
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (S)-trimethyl((4-(nonan-2-yloxy)phenyl)ethynyl)silane 在 甲醇 、 copper(l) iodide 、 trans-[PdClMe(PPh₃)₂] 、 potassium carbonate 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 72.0h， 生成
  参考文献：
  名称：

  Lyotropic Chiral Nematic Liquid Crystalline Aliphatic Conjugated Polymers Based on Disubstituted Polyacetylene Derivatives That Exhibit High Dissymmetry Factors in Circularly Polarized Luminescence

  摘要：

  We synthesized disubstituted liquid crystalline polyacetylene (diLCPA) derivatives bearing 4-nonyloxy phenyl groups with lyotropic and thermotropic LC behavior. The poly(diphenylacetylene) main chain structure of the diLCPAs and the chirality induced with either chiral moieties or chiral dopants allow the formation of a highly ordered lyotropic N*-LC phase. Circular dichroism (CD) spectra of the diLCPAs imply that one-handed intrachain helical structures are formed in solution, while interchain helical pi-stacking between the polymer main chains are formed in cast film and in the N*-LC state. Absorption dissymmetry factors (g(abs)) in the N*-LC state show values on the order of 10(-1). The N*-LC state facilitates the formation of helically pi-stacked structures with a high degree of helical ordering of the diLCPA and is indispensable for the generation of circularly polarized luminescence (CPL) with high emission dissymmetry factors (g(em)) on the order of 10(-1). To the best of our knowledge, this is the highest reported value of CPL achieved for aliphatic, conjugated polymers. As an alternative to the thermotropic N*-LC phase, we have found that the lyotropic N*-LC phase of diLCPA could be promising materials possessing CPL functionality for use in next-generation pi-conjugated organic optoelectronic devices, displays, and sensors.

  DOI：

  10.1021/ja3086565
• 作为产物：
  描述：

  4-碘苯酚 在 copper(l) iodide 、 trans-[PdClMe(PPh₃)₂] 、 三乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 48.0h， 生成 (S)-trimethyl((4-(nonan-2-yloxy)phenyl)ethynyl)silane
  参考文献：
  名称：

  Lyotropic Chiral Nematic Liquid Crystalline Aliphatic Conjugated Polymers Based on Disubstituted Polyacetylene Derivatives That Exhibit High Dissymmetry Factors in Circularly Polarized Luminescence

  摘要：

  We synthesized disubstituted liquid crystalline polyacetylene (diLCPA) derivatives bearing 4-nonyloxy phenyl groups with lyotropic and thermotropic LC behavior. The poly(diphenylacetylene) main chain structure of the diLCPAs and the chirality induced with either chiral moieties or chiral dopants allow the formation of a highly ordered lyotropic N*-LC phase. Circular dichroism (CD) spectra of the diLCPAs imply that one-handed intrachain helical structures are formed in solution, while interchain helical pi-stacking between the polymer main chains are formed in cast film and in the N*-LC state. Absorption dissymmetry factors (g(abs)) in the N*-LC state show values on the order of 10(-1). The N*-LC state facilitates the formation of helically pi-stacked structures with a high degree of helical ordering of the diLCPA and is indispensable for the generation of circularly polarized luminescence (CPL) with high emission dissymmetry factors (g(em)) on the order of 10(-1). To the best of our knowledge, this is the highest reported value of CPL achieved for aliphatic, conjugated polymers. As an alternative to the thermotropic N*-LC phase, we have found that the lyotropic N*-LC phase of diLCPA could be promising materials possessing CPL functionality for use in next-generation pi-conjugated organic optoelectronic devices, displays, and sensors.

  DOI：

  10.1021/ja3086565