3,3',5,5'-tetraphenyl-2,2'-dimethoxybiphenyl | 1161781-80-1

• 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: 3,3',5,5'-tetraphenyl-2,2'-dimethoxybiphenyl
• 英文别名: 2-Methoxy-1-(2-methoxy-3,5-diphenylphenyl)-3,5-diphenylbenzene；2-methoxy-1-(2-methoxy-3,5-diphenylphenyl)-3,5-diphenylbenzene
• CAS: 1161781-80-1
• 化学式: C₃₈H₃₀O₂
• 分子量: 518.655
• InChiKey: HCAMNKUOHHNVHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  40
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,3',5,5'-tetraphenyl-2,2'-dimethoxybiphenyl 在 三溴化硼 作用下， 以 氯仿 为溶剂， 反应 3.0h， 以95%的产率得到3,3',5,5'-tetraphenyl-2,2'-dihydroxybiphenyl
  参考文献：
  名称：

  Effect of Aryl Substituents on Intramolecular Cyclization of 2,2’-Biphenoquinones

  摘要：

  Effect of aryl substituents on intramolecular cyclizations of 3,3',5,5'-tetraaryl-2,2'-biphenoquinones (Ar = phenyl (1a) and 4-methoxyphenyl (1b)) has been studied. In benzene, 1a gave 2,4,6,8-tetraphenyldibenzofuran-1-ol (10) gradually as a main product, indicating the phenyl substituents preferred to stabilize the intermediate by delocalization of the negative charge rather than that of the positive one. In contrast, the reaction of 1b occurred spontaneously in order to give a complex mixture, which should be due to 4-methoxyphenyl substituent at the 3 position.

  DOI：

  10.3987/com-08-s(d)57
• 作为产物：
  描述：

  3,3',5,5'-tetrabromo-2,2'-dimethoxybiphenyl 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 以93%的产率得到3,3',5,5'-tetraphenyl-2,2'-dimethoxybiphenyl
  参考文献：
  名称：

  Effect of Aryl Substituents on Intramolecular Cyclization of 2,2’-Biphenoquinones

  摘要：

  Effect of aryl substituents on intramolecular cyclizations of 3,3',5,5'-tetraaryl-2,2'-biphenoquinones (Ar = phenyl (1a) and 4-methoxyphenyl (1b)) has been studied. In benzene, 1a gave 2,4,6,8-tetraphenyldibenzofuran-1-ol (10) gradually as a main product, indicating the phenyl substituents preferred to stabilize the intermediate by delocalization of the negative charge rather than that of the positive one. In contrast, the reaction of 1b occurred spontaneously in order to give a complex mixture, which should be due to 4-methoxyphenyl substituent at the 3 position.

  DOI：

  10.3987/com-08-s(d)57

文献信息

• Effect of Aryl Substituents on Intramolecular Cyclization of 2,2’-Biphenoquinones
  作者：Naoto Hayashi、Takeyuki Akita、Akifumi Kanda、Taku Kamoto、Hiroyuki Higuchi

  DOI：10.3987/com-08-s(d)57

  日期：——

  Effect of aryl substituents on intramolecular cyclizations of 3,3',5,5'-tetraaryl-2,2'-biphenoquinones (Ar = phenyl (1a) and 4-methoxyphenyl (1b)) has been studied. In benzene, 1a gave 2,4,6,8-tetraphenyldibenzofuran-1-ol (10) gradually as a main product, indicating the phenyl substituents preferred to stabilize the intermediate by delocalization of the negative charge rather than that of the positive one. In contrast, the reaction of 1b occurred spontaneously in order to give a complex mixture, which should be due to 4-methoxyphenyl substituent at the 3 position.