1,1,3,3-tetramethylisoindoline-[N-(4-ethynylphenyl)-5,6-dicarboximide] | 1207158-53-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 1,1,3,3-tetramethylisoindoline-[N-(4-ethynylphenyl)-5,6-dicarboximide]
• 英文别名: 2-(4-ethynylphenyl)-5,5,7,7-tetramethyl-6H-pyrrolo[3,4-f]isoindole-1,3-dione
• CAS: 1207158-53-9
• 化学式: C₂₂H₂₀N₂O₂
• 分子量: 344.413
• InChiKey: YTQFROFQZGMHCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1,3,3-tetramethylisoindoline-[N-(4-ethynylphenyl)-5,6-dicarboximide] 、 1,4-diiodo-2,5-bis(6-methoxyhexyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 生成
  参考文献：
  名称：

  保形的自旋标记，用于距离测量

  摘要：

  关于分子结构的iDEER：通过双电子-电子共振（DEER）实验测量自旋间距离可以获取有关分子结构的信息（见图）。硝酰自旋标记物相对于被标记分子的NO轴取向的变化性越小，自旋间距离的分布越小，因此结论越好。

  DOI：

  10.1002/chem.200902162
• 作为产物：
  描述：

  1,1,3,3-tetramethylisoindoline-{N-[4-(triisopropylsilylethynyl)phenyl]-5,6-dicarboximide} 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到1,1,3,3-tetramethylisoindoline-[N-(4-ethynylphenyl)-5,6-dicarboximide]
  参考文献：
  名称：

  保形的自旋标记，用于距离测量

  摘要：

  关于分子结构的iDEER：通过双电子-电子共振（DEER）实验测量自旋间距离可以获取有关分子结构的信息（见图）。硝酰自旋标记物相对于被标记分子的NO轴取向的变化性越小，自旋间距离的分布越小，因此结论越好。

  DOI：

  10.1002/chem.200902162

文献信息

• Flexibility of Shape-Persistent Molecular Building Blocks Composed of <i>p-</i>Phenylene and Ethynylene Units
  作者：Gunnar Jeschke、Muhammad Sajid、Miriam Schulte、Navid Ramezanian、Aleksei Volkov、Herbert Zimmermann、Adelheid Godt

  DOI：10.1021/ja102983b

  日期：2010.7.28

  Ethynylene and p-phenylene are frequently employed constitutional units in constructing the backbone of nanoscopic molecules with specific shape and mechanical or electronic function. How well these properties are defined depends on the flexibility of the backbone, which can be characterized via the end-to-end distance distribution. This distribution is accessible by pulse electron paramagnetic resonance (EPR) distance measurements between spin labels that are attached at the backbone. Four sets of oligomer with different sequences of p-phenylene and ethynylene units and different spin labels were prepared using polar tagging as a tool for simple isolation of the targeted compounds. By variation of backbone length, of the sequence of p-phenylene and ethynylene units, and of the spin labels a consistent coarse-grained model for backbone flexibility of oligo(p-phenyleneethynylene)s and oligo(p-phenylenebutadiynylene)s is obtained. The relation of this harmonic segmented chain model to the worm-like chain model for shape-persistent polymers and to atomistic molecular dynamics simulations is discussed. Oligo(p-phenylene butadiynylene)s are found to be more flexible than oligo(p-phenyleneethynylene)s, but only slightly so. The end-to-end distance distribution measured in a glassy state of the solvent at a temperature of 50 K is found to depend on the glass transition temperature of the solvent. In the range between 91 and 373 K this dependence is in quantitative agreement with expectations for flexibility due to harmonic bending. For the persistence lengths at 298 K our data predict values of (13.8 +/- 1.5) nm for poly(p-phenyleneethynylene)s and of (11.8 +/- 1.5) nm for poly(p-phenylenebutadiynylene)s.
• Conformationally Unambiguous Spin Labeling for Distance Measurements
  作者：Muhammad Sajid、Gunnar Jeschke、Michael Wiebcke、Adelheid Godt

  DOI：10.1002/chem.200902162

  日期：2009.12.7

  about molecular structure: Measurements of interspin distances through double electron–electron resonance (DEER) experiments allow information to be gained about the structure of molecules (see figure). The less variability in the orientation of the NO axis of nitroxyl spin labels with respect to the labeled molecule, the smaller the distribution of the interspin distance, and thus the better the conclusion

  关于分子结构的iDEER：通过双电子-电子共振（DEER）实验测量自旋间距离可以获取有关分子结构的信息（见图）。硝酰自旋标记物相对于被标记分子的NO轴取向的变化性越小，自旋间距离的分布越小，因此结论越好。