1,3-bis[2-oxo-3-(p-tolyl)-4,5-diphenylcyclopenta-1,4-dienyl]benzene | 308810-53-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 1,3-bis[2-oxo-3-(p-tolyl)-4,5-diphenylcyclopenta-1,4-dienyl]benzene
• 英文别名: 2-(4-Methylphenyl)-5-[3-[4-(4-methylphenyl)-5-oxo-2,3-diphenylcyclopenta-1,3-dien-1-yl]phenyl]-3,4-diphenylcyclopenta-2,4-dien-1-one
• CAS: 308810-53-9
• 化学式: C₅₄H₃₈O₂
• 分子量: 718.895
• InChiKey: BWQHVWCHINNHFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.7
• 重原子数：
  56
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二苯基乙炔 、 1,3-bis[2-oxo-3-(p-tolyl)-4,5-diphenylcyclopenta-1,4-dienyl]benzene 反应 3.5h， 以53%的产率得到1,3-bis[4-(p-tolyl)-2,3,5,6-tetraphenylphenyl]benzene
  参考文献：
  名称：

  Giant Cyclophanes Built from Polyphenyl Aromatic Substructures

  摘要：

  Two very large cyclophanes (3, C132H92O8S4; 4, C172H120O8S4) were prepared by means of short syntheses (similar to 5 steps) from commercial starting materials. In each of these cyclophanes, two octaphenylnaphthalene subunits or two 1,3-bis(pentaphenylphenyl)benzene subunits were tethered to form the final macrocycle. X-ray analysis of 3 shows it to have a collapsed conformation, but molecules of 4 have large central cavities which are aligned in the crystal to form wide, solvent-containing channels.

  DOI：

  10.1021/jo000236l
• 作为产物：
  描述：

  dimethyl 2,2'-(1,3-phenylene)diacetate 在 氢氧化钾 、 lithium diisopropyl amide 作用下， 以 乙醇 、 正己烷 、 水 为溶剂， 反应 0.5h， 生成 1,3-bis[2-oxo-3-(p-tolyl)-4,5-diphenylcyclopenta-1,4-dienyl]benzene
  参考文献：
  名称：

  Giant Cyclophanes Built from Polyphenyl Aromatic Substructures

  摘要：

  Two very large cyclophanes (3, C132H92O8S4; 4, C172H120O8S4) were prepared by means of short syntheses (similar to 5 steps) from commercial starting materials. In each of these cyclophanes, two octaphenylnaphthalene subunits or two 1,3-bis(pentaphenylphenyl)benzene subunits were tethered to form the final macrocycle. X-ray analysis of 3 shows it to have a collapsed conformation, but molecules of 4 have large central cavities which are aligned in the crystal to form wide, solvent-containing channels.

  DOI：

  10.1021/jo000236l

文献信息

• Giant Cyclophanes Built from Polyphenyl Aromatic Substructures
  作者：Robert A. Pascal,、Lisa Barnett、Xiaoxin Qiao、Douglas M. Ho

  DOI：10.1021/jo000236l

  日期：2000.11.1

  Two very large cyclophanes (3, C132H92O8S4; 4, C172H120O8S4) were prepared by means of short syntheses (similar to 5 steps) from commercial starting materials. In each of these cyclophanes, two octaphenylnaphthalene subunits or two 1,3-bis(pentaphenylphenyl)benzene subunits were tethered to form the final macrocycle. X-ray analysis of 3 shows it to have a collapsed conformation, but molecules of 4 have large central cavities which are aligned in the crystal to form wide, solvent-containing channels.