N,N'-Dibutyl-N,N'-bis-(4-trimethylsilanylethynyl-phenyl)-terephthalamide | 869358-31-6

• 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: N,N'-Dibutyl-N,N'-bis-(4-trimethylsilanylethynyl-phenyl)-terephthalamide
• CAS: 869358-31-6
• 化学式: C₃₈H₄₈N₂O₂Si₂
• 分子量: 620.982
• InChiKey: PUYNMXKKKAMXIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.04
• 重原子数：
  44.0
• 可旋转键数：
  10.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N,N'-Dibutyl-N,N'-bis-(4-trimethylsilanylethynyl-phenyl)-terephthalamide 在 四(三苯基膦)钯 copper(l) iodide 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N,N'-Dibutyl-N,N'-bis-[4-(4-iodo-2,5-dimethyl-phenylethynyl)-phenyl]-terephthalamide
  参考文献：
  名称：

  Stereospecific change in conformation upon complexation of an exoditopic tetraamide host with a bis(ammonium) guest: chiral recognition and strong CD signaling

  摘要：

  当矩形非手性大环宿主与手性客体复合时，会发生扭转变形，从而诱发激子型双配位 CD，而手性矩形宿主只有在与手性客体的对映体匹配时才会发生类似的结构变化。

  DOI：

  10.1039/b510134d
• 作为产物：
  描述：

  对苯二甲酰氯 在 四(三苯基膦)钯 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 生成 N,N'-Dibutyl-N,N'-bis-(4-trimethylsilanylethynyl-phenyl)-terephthalamide
  参考文献：
  名称：

  Stereospecific change in conformation upon complexation of an exoditopic tetraamide host with a bis(ammonium) guest: chiral recognition and strong CD signaling

  摘要：

  当矩形非手性大环宿主与手性客体复合时，会发生扭转变形，从而诱发激子型双配位 CD，而手性矩形宿主只有在与手性客体的对映体匹配时才会发生类似的结构变化。

  DOI：

  10.1039/b510134d

文献信息

• A Foldable Cyclic Oligomer: Chiroptical Modulation through Molecular Folding upon Complexation and a Change in Temperature
  作者：Ryo Katoono、Yuki Tanaka、Kenshu Fujiwara、Takanori Suzuki

  DOI：10.1021/jo501883m

  日期：2014.11.7

  A foldable cyclic oligomer 1 consisting of three terephthalamide units spaced with a 3-fold o-phenylene unit presented a dynamic pair of enantiomeric forms through molecular folding, to which the external chirality on a ditopic guest [(S,S)-2 or (R,R)-2] was supramolecularly transferred to prefer a particular sense of dynamic helicity [(M,M)-/(P,P)-1 and (M,M,P)-/(P,P,M)-1]. In the macrocycle, the terephthalamide units acted as exotopic binding sites to fold into helical forms upon complexation. The internal chirality associated with a host [(R,R,R,R,R,R)-1b] had no preference in a helical sense in the absence of a guest. Instead, the internal chirality was responsible for the signal modulation that it was cooperatively or competitively transferred in response to the external chirality on a guest (S,S)-2 or (R,R)-2. During the diastereomeric complexation, a particular sense of dynamic helicity was favored due to cooperative transmission of chirality when the helical preference was matched between the host and guest. Alternatively, the host complexed with an antipodal guest underwent a drastic change in conformation upon a change in temperature.