4,4',4'',4''',4'''',4'''''-(benzene-1,2,3,4,5,6-hexaylhexakis(sulfanediyl))hexaaniline | 1111239-71-4

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4,4',4'',4''',4'''',4'''''-(benzene-1,2,3,4,5,6-hexaylhexakis(sulfanediyl))hexaaniline
• CAS: 1111239-71-4
• 化学式: C₄₂H₃₆N₆S₆
• 分子量: 817.184
• InChiKey: CIYYHFBYYKWWGA-UHFFFAOYSA-N

物化性质

• 沸点：
  1080.5±65.0 °C(Predicted)
• 密度：
  1.50±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.09
• 重原子数：
  54.0
• 可旋转键数：
  12.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  156.12
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  4,4',4'',4''',4'''',4'''''-(benzene-1,2,3,4,5,6-hexaylhexakis(sulfanediyl))hexaaniline 、 R-(+)-硫辛酸 在 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.25h， 以41%的产率得到5-[(3R)-dithiolan-3-yl]-N-[4-[2,3,4,5,6-pentakis[[4-[5-[(3R)-dithiolan-3-yl]pentanoylamino]phenyl]sulfanyl]phenyl]sulfanylphenyl]pentanamide
  参考文献：
  名称：

  Helical Self-Assembly-Induced Singlet–Triplet Emissive Switching in a Mechanically Sensitive System

  摘要：

  In nanoscience, chirality has shown a significant ability to tune materials' electronic properties, whereas imposing macrochirality into the regulation of singlet triplet features of organic optoelectronics remains a challenging research topic. Since the tuning for singlet and triplet excited-state properties in a single pi-functional molecule connects to its multicolor luminescent application and potential improvement of internal quantum efficiency, we here report that supramolecular chirality can be employed to toggle the singlet and triplet emissions in a well designed asterisk-shaped molecule. Employing a hexathiobenzene-based single luminophore as a prototype and functionalizing it with chiral alpha-lipoiate side groups, we find that helical nanoarchitectures can accordingly form in mixed DMF/H2O solution. On this basis, switching between fluorescence and phosphorescence of the material can be realized upon helical self-assembly and dissociation. Such a behavior can be attributed to a helical-conformation-dependent manipulation of the intersystem crossing. Furthermore, reversible mechanoluminescence of the corresponding solid sample was also observed to rely on an analogous molecular self-assembly alternation. These results can probably provide new visions for the development of next-generation supramolecular chiral functional materials.

  DOI：

  10.1021/jacs.6b10550
• 作为产物：
  描述：

  4-氨基苯硫酚 在 1,3-二甲基-2-咪唑啉酮 、 盐酸 、 sodium hydride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 生成 4,4',4'',4''',4'''',4'''''-(benzene-1,2,3,4,5,6-hexaylhexakis(sulfanediyl))hexaaniline
  参考文献：
  名称：

  Molecular stacking dependent phosphorescence–fluorescence dual emission in a single luminophore for self-recoverable mechanoconversion of multicolor luminescence

  摘要：

  独特的分子自组装被应用于设计能够实现磷光/荧光双重发射特性的新材料。

  DOI：

  10.1039/c6cc04901j

文献信息

• Glycosylated asterisks are among the most potent low valency inducers of Concanavalin A aggregation
  作者：Mazen Sleiman、Annabelle Varrot、Jean-Manuel Raimundo、Marc Gingras、Peter G. Goekjian

  DOI：10.1039/b814816c

  日期：——

  A new class of sulfurated, semi-rigid, radial and low-valent glycosylated asterisk ligands with potential dual function as ligand and probe has some of the highest inhibition potencies of Con A-induced hemagglutination, by using a cross-linking mechanism of Con A which amplifies the enhancement to near nanomolar concentrations with the α-D-mannose asterisk.

  一类新的硫酸化、半刚性、径向和低价糖基化星号配体具有潜在的配体和探针双重功能，对 Con A 诱导的血凝现象具有最高的抑制效力，其原理是利用 Con A 的交联机制，将α-D-甘露糖星号的增强作用放大到接近纳摩尔浓度。