1-(chloromethyl)-5-((dodec-11-yn-1-yloxy)methyl)anthracene | 1365030-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-(chloromethyl)-5-((dodec-11-yn-1-yloxy)methyl)anthracene
• CAS: 1365030-85-8
• 化学式: C₂₈H₃₃ClO
• 分子量: 421.022
• InChiKey: JFNOYZROVDKBMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.39
• 重原子数：
  30.0
• 可旋转键数：
  13.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 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：

  1-(chloromethyl)-5-((dodec-11-yn-1-yloxy)methyl)anthracene 、 15-十六碳炔-1-醇 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 16.0h， 以66%的产率得到1-((dodec-11-yn-1-yloxy)methyl)-5-((hexadec-15-yn-1-yloxy)methyl)anthracene
  参考文献：
  名称：

  Patterned Monolayer Self-Assembly Programmed by Side Chain Shape: Four-Component Gratings

  摘要：

  A molecular recognition strategy based on alkadiyne side chain shape is used to self-assemble a four-component, 1D-patterned monolayer at the solution HOPG interface. The designed monolayer unit cell contains six molecules and spans 23 nm X 1 nm. The unit cell's internal structure and packing are driven by complementary shapes and lengths of six different alkadiyne side chains. A solution of the four compounds on HOPG self-assembles monolayers (i) comprised, almost entirely, of the intended unit cell, (ii) exhibiting patterned domains spanning 10(4) nm(2), and (iii) which are sufficiently robust that patterned domains survive solvent rinsing and drying. The patterned monolayer affords 1D-feature spacings ranging from 3.3 to 23 nm. The results demonstrate the remarkable selectivity afforded by molecular recognition based on alkadiyne side chain shape and the ability to program highly complex 1D-patterns in self-assembled monolayers.

  DOI：

  10.1021/ja2115019
• 作为产物：
  描述：

  1-溴壬烷 在 正丁基锂 、 potassium tert-butylate 、 lithium 、 sodium hydride 、 1,3-丙二胺 作用下， 以 四氢呋喃 、 六甲基磷酰三胺 、 正己烷 、 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 32.0h， 生成 1-(chloromethyl)-5-((dodec-11-yn-1-yloxy)methyl)anthracene
  参考文献：
  名称：

  Patterned Monolayer Self-Assembly Programmed by Side Chain Shape: Four-Component Gratings

  摘要：

  A molecular recognition strategy based on alkadiyne side chain shape is used to self-assemble a four-component, 1D-patterned monolayer at the solution HOPG interface. The designed monolayer unit cell contains six molecules and spans 23 nm X 1 nm. The unit cell's internal structure and packing are driven by complementary shapes and lengths of six different alkadiyne side chains. A solution of the four compounds on HOPG self-assembles monolayers (i) comprised, almost entirely, of the intended unit cell, (ii) exhibiting patterned domains spanning 10(4) nm(2), and (iii) which are sufficiently robust that patterned domains survive solvent rinsing and drying. The patterned monolayer affords 1D-feature spacings ranging from 3.3 to 23 nm. The results demonstrate the remarkable selectivity afforded by molecular recognition based on alkadiyne side chain shape and the ability to program highly complex 1D-patterns in self-assembled monolayers.

  DOI：

  10.1021/ja2115019