N,N'-dibutyl-bis(4-iodophenyl)-terephthalamide | 869358-30-5

• 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-bis(4-iodophenyl)-terephthalamide
• 英文别名: N~1~,N~4~-Dibutyl-N~1~,N~4~-bis(4-iodophenyl)benzene-1,4-dicarboxamide；1-N,4-N-dibutyl-1-N,4-N-bis(4-iodophenyl)benzene-1,4-dicarboxamide
• CAS: 869358-30-5
• 化学式: C₂₈H₃₀I₂N₂O₂
• 分子量: 680.367
• InChiKey: OENDANWPRCPSPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  34
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  40.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-dibutyl-bis(4-iodophenyl)-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 、 苯 为溶剂， 生成 N,N'-Dibutyl-N,N'-bis-(4-ethynyl-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 、 (4-iodo-phenyl)butylamine 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以6.892 g的产率得到N,N'-dibutyl-bis(4-iodophenyl)-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

• Change in conformation upon complexation of double-armed terephthalamide hosts: dynamic molecular recognition of ditopic guests with strong CD signaling
  作者：Ryo Katoono、Hidetoshi Kawai、Kenshu Fujiwara、Takanori Suzuki

  DOI：10.1016/j.tetlet.2006.01.022

  日期：2006.3

  helical syn-form of the double-armed host molecules 1 is biased by the asymmetric centers on the chiral guest [(R,R)/(S,S)-2a], which can be detected by the drastic change in circular dichroism (CD) spectrum thanks to the exciton coupling of two chromophores (‘arms’) linked to the amide nitrogens. Asymmetric centers on the host molecule also exhibit preference for the twisting direction upon change in geometry

  与双齿客体（2或3）络合后，新型对苯二甲酰胺主体1的构型从抗性变为合成。双臂主体分子1的螺旋同构型中的手性意义被手性宾客[（R，R）/（S，S）-2a ]上的不对称中心所偏由于两个与酰胺氮相连的生色团（“臂”）的激子偶合，使得它在圆二色性（CD）光谱中处于“双峰”状态。当几何形状从反形式变为顺式形式时，主体分子上的不对称中心也表现出对扭转方向的偏爱。因此，非手性的客人（与手性主体[（R，R）-1a ]络合后，也可以通过调制CD光谱来检测2b或3）。
• 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.
• Stereospecific change in conformation upon complexation of an exoditopic tetraamide host with a bis(ammonium) guest: chiral recognition and strong CD signaling
  作者：Ryo Katoono、Hidetoshi Kawai、Kenshu Fujiwara、Takanori Suzuki

  DOI：10.1039/b510134d

  日期：——

  Upon complexation of a rectangular-shaped achiral macrocyclic host with chiral guests, twisting deformation occurs to induce exciton-type bisignated CD, whereas a chiral rectangular host undergoes a similar structural change only with the matching enantiomer of a chiral guest.

  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。