3',6'-diazido-4,4''-bis(dodecyloxy)-[1,1':4',1''-terphenyl]-2',5'-diyl bis(4-((acetylthio)methyl)benzoate) | 549503-05-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 3',6'-diazido-4,4''-bis(dodecyloxy)-[1,1':4',1''-terphenyl]-2',5'-diyl bis(4-((acetylthio)methyl)benzoate)
• CAS: 549503-05-1
• 化学式: C₆₂H₇₆N₆O₈S₂
• 分子量: 1097.45
• InChiKey: GOIKSGPCNDZUSW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.5
• 重原子数：
  78.0
• 可旋转键数：
  36.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  202.72
• 氢给体数：
  0.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  3',6'-diazido-4,4''-bis(dodecyloxy)-[1,1':4',1''-terphenyl]-2',5'-diyl bis(4-((acetylthio)methyl)benzoate) 在 Ph₃P*polystyrene 作用下， 以 四氢呋喃 为溶剂， 以84%的产率得到Thioacetic acid S-{4-[6-(4-acetylsulfanylmethyl-phenyl)-4,8-bis-(4-dodecyloxy-phenyl)-benzo[1,2-d;4,5-d']bisoxazol-2-yl]-benzyl} ester
  参考文献：
  名称：

  Cruciform π-Systems for Molecular Electronics Applications

  摘要：

  This study details a modular and general synthesis of a new class of molecules consisting of cruciform pi-systems. The key to synthesizing these molecules was an unprecedented double Staudinger cyclization. Once formed, these rigid compounds assemble into ordered monolayer films on metal and metal oxide surfaces to orient their conjugated, bis-phenyloxazole subunits upright. This surface orientation is enforced by the external phenyl substituents that are out of the ring plane, thus preventing the prone conformation.

  DOI：

  10.1021/ja0350942
• 作为产物：
  描述：

  2,5-dibromo-3,6-bis-(4-dodecyloxy-phenyl)-[1,4]benzoquinone 在 sodium azide 、 sodium dithionite 、 4-吡咯烷基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 2.5h， 生成 3',6'-diazido-4,4''-bis(dodecyloxy)-[1,1':4',1''-terphenyl]-2',5'-diyl bis(4-((acetylthio)methyl)benzoate)
  参考文献：
  名称：

  Cruciform π-Systems for Molecular Electronics Applications

  摘要：

  This study details a modular and general synthesis of a new class of molecules consisting of cruciform pi-systems. The key to synthesizing these molecules was an unprecedented double Staudinger cyclization. Once formed, these rigid compounds assemble into ordered monolayer films on metal and metal oxide surfaces to orient their conjugated, bis-phenyloxazole subunits upright. This surface orientation is enforced by the external phenyl substituents that are out of the ring plane, thus preventing the prone conformation.

  DOI：

  10.1021/ja0350942