2-[bis(4-dimethylaminophenyl)methyl]-2'-iodobiphenyl | 289673-75-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2-[bis(4-dimethylaminophenyl)methyl]-2'-iodobiphenyl
• 英文别名: 4-[[4-(dimethylamino)phenyl]-[2-(2-iodophenyl)phenyl]methyl]-N,N-dimethylaniline
• CAS: 289673-75-2
• 化学式: C₂₉H₂₉IN₂
• 分子量: 532.467
• InChiKey: FUWJWOWZVKHAHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  32
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[bis(4-dimethylaminophenyl)methyl]-2'-iodobiphenyl 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydride 、 magnesium sulfate 、 silver(l) oxide 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 112.0h， 生成 9,9-bis(4-dimethylaminophenyl)-10,10-dicyano-9,10-dihydrophenanthrene
  参考文献：
  名称：

  Preparation and Molecular Structures of 9,10-Dihydrophenanthrenes:  Substituent Effects on the Long Bond Length

  摘要：

  9,10-Dihydrophenanthrene derivatives 1-3 with electron-donating and/or -accepting groups at their 9,10-positions were prepared, and their precise molecular structures were determined by X-ray analyses at 203 K. The long C-9-C-10 bond [1.646(4) Angstrom] in the hexaarylethane-type compound 1 with four electron-donating groups is mainly caused by steric interaction. Push-pull type substitution does not induce the elongation of the central bond in the present system; the corresponding distance in 9,9-bis(4-dimethylaminophenyl)-10,10-dicyano derivative 2 [1.599(4) Angstrom] is intermediate between those of 1 and the tetracyano compound 3 [1.587(2) Angstrom].

  DOI：

  10.1021/jo0003697
• 作为产物：
  描述：

  N,N-二甲基苯胺 、 2-formyl-2'-iodobiphenyl 在 尿素 、 zinc(II) chloride 作用下， 反应 4.5h， 以54%的产率得到2-[bis(4-dimethylaminophenyl)methyl]-2'-iodobiphenyl
  参考文献：
  名称：

  Preparation and Molecular Structures of 9,10-Dihydrophenanthrenes:  Substituent Effects on the Long Bond Length

  摘要：

  9,10-Dihydrophenanthrene derivatives 1-3 with electron-donating and/or -accepting groups at their 9,10-positions were prepared, and their precise molecular structures were determined by X-ray analyses at 203 K. The long C-9-C-10 bond [1.646(4) Angstrom] in the hexaarylethane-type compound 1 with four electron-donating groups is mainly caused by steric interaction. Push-pull type substitution does not induce the elongation of the central bond in the present system; the corresponding distance in 9,9-bis(4-dimethylaminophenyl)-10,10-dicyano derivative 2 [1.599(4) Angstrom] is intermediate between those of 1 and the tetracyano compound 3 [1.587(2) Angstrom].

  DOI：

  10.1021/jo0003697

文献信息

• Preparation and Molecular Structures of 9,10-Dihydrophenanthrenes:  Substituent Effects on the Long Bond Length
  作者：Takanori Suzuki、Kazunori Ono、Jun-ichi Nishida、Hyou Takahashi、Takashi Tsuji

  DOI：10.1021/jo0003697

  日期：2000.8.1

  9,10-Dihydrophenanthrene derivatives 1-3 with electron-donating and/or -accepting groups at their 9,10-positions were prepared, and their precise molecular structures were determined by X-ray analyses at 203 K. The long C-9-C-10 bond [1.646(4) Angstrom] in the hexaarylethane-type compound 1 with four electron-donating groups is mainly caused by steric interaction. Push-pull type substitution does not induce the elongation of the central bond in the present system; the corresponding distance in 9,9-bis(4-dimethylaminophenyl)-10,10-dicyano derivative 2 [1.599(4) Angstrom] is intermediate between those of 1 and the tetracyano compound 3 [1.587(2) Angstrom].