trans-(4,4'-(3,3'-(diazene-1,2-diyl)bis(3,1-phenylene))bis(ethyne-2,1-diyl)bis(2,5-bis(dodecyloxy)-4,1-phenylene))dimethanol | 1373930-57-4

• 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: trans-(4,4'-(3,3'-(diazene-1,2-diyl)bis(3,1-phenylene))bis(ethyne-2,1-diyl)bis(2,5-bis(dodecyloxy)-4,1-phenylene))dimethanol
• CAS: 1373930-57-4
• 化学式: C₇₈H₁₁₈N₂O₆
• 分子量: 1179.8
• InChiKey: IIYQFNJTBJMHCU-SJLBKQRESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  23.09
• 重原子数：
  86.0
• 可旋转键数：
  52.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  102.1
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  trans-(4,4'-(3,3'-(diazene-1,2-diyl)bis(3,1-phenylene))bis(ethyne-2,1-diyl)bis(2,5-bis(dodecyloxy)-4,1-phenylene))dimethanol 以 环己烷 为溶剂， 反应 0.75h， 生成 cis-(4,4'-(3,3'-(diazene-1,2-diyl)bis(3,1-phenylene))bis(ethyne-2,1-diyl)bis(2,5-bis(dodecyloxy)-4,1-phenylene))dimethanol
  参考文献：
  名称：

  Light-Induced Ostwald Ripening of Organic Nanodots to Rods

  摘要：

  Ostwald ripening allows the synthesis of 1D nanorods of metal and semiconductor nanoparticles. However, this phenomenon is unsuccessful with organic it-systems due to their spontaneous self-assembly to elongated fibers or tapes. Here we demonstrate the uses of light as a versatile tool to control the ripening of amorphous organic nanodots (ca. 15 nm) of an azobenzene-derived molecular assembly to micrometer sized supramolecular rods. A surface confined dipole variation associated with a low-yield (13-14%) trans-cis isomerization of the azobenzene moiety and the consequent dipole-dipole interaction in a nonpolar solvent is believed to be the driving force for the ripening of the nanodots to rods.

  DOI：

  10.1021/ja301002g
• 作为产物：
  描述：

  (E)-4,4'-((diazene-1,2-diylbis(3,1-phenylene))bis(ethyne-2,1-diyl))bis(2,5-bis(dodecyloxy)benzaldehyde) 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 以45%的产率得到trans-(4,4'-(3,3'-(diazene-1,2-diyl)bis(3,1-phenylene))bis(ethyne-2,1-diyl)bis(2,5-bis(dodecyloxy)-4,1-phenylene))dimethanol
  参考文献：
  名称：

  Light-Induced Ostwald Ripening of Organic Nanodots to Rods

  摘要：

  Ostwald ripening allows the synthesis of 1D nanorods of metal and semiconductor nanoparticles. However, this phenomenon is unsuccessful with organic it-systems due to their spontaneous self-assembly to elongated fibers or tapes. Here we demonstrate the uses of light as a versatile tool to control the ripening of amorphous organic nanodots (ca. 15 nm) of an azobenzene-derived molecular assembly to micrometer sized supramolecular rods. A surface confined dipole variation associated with a low-yield (13-14%) trans-cis isomerization of the azobenzene moiety and the consequent dipole-dipole interaction in a nonpolar solvent is believed to be the driving force for the ripening of the nanodots to rods.

  DOI：

  10.1021/ja301002g