9,9'-(1,4-phenylene)bis[2,7-bis[2-(4-methoxyphenyl)ethyl]-9H-fluoren-9-ol] | 293757-23-0

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物 - 环丁烷木脂素
• 英文名称: 9,9'-(1,4-phenylene)bis[2,7-bis[2-(4-methoxyphenyl)ethyl]-9H-fluoren-9-ol]
• CAS: 293757-23-0
• 化学式: C₆₈H₆₂O₆
• 分子量: 975.237
• InChiKey: KNPOZFUIVBPUPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.39
• 重原子数：
  74.0
• 可旋转键数：
  18.0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  77.38
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  9,9'-(1,4-phenylene)bis[2,7-bis[2-(4-methoxyphenyl)ethyl]-9H-fluoren-9-ol] 在 氢溴酸 作用下， 以 溶剂黄146 为溶剂， 反应 0.17h， 以94%的产率得到9,9'-(1,4-phenylene)bis[9-bromo-2,7-bis[2-(4-methoxyphenyl)ethyl]-9H-fluorene]
  参考文献：
  名称：

  摘要：

  As part of our studies on the tetramerization of quinodimethane 1 to the macrocyclic compound 2, the influence of substituents on this reaction was investigated. It was found that a large range of substituents such as 2-phenylethyl, 2-(4-methoxyphenyl)ethyl, 2-(4-fluorephenyl)ethyl, 2-[4-(tert-butyl)phenyl]ethyl, and 2-[4-(2-phenylethyl)phenyl]ethyl, attached at positions 2 and 7 of 9H-fluorene, do net prevent the tetramerization. The key step in the formation of the macrocylic compounds 13a-e is the debromination of 12a-e with mercury to the corresponding quinodimethanes which undergo a self-assembly forming 13a-e in high yields To study the conjugative influence of substituents on tetramerization, the effect of the hex-1-ynyl groups at positions 3 and 6 of the 9H-fluorene rings was investigated. In this case, the corresponding macrocycle 17 was generated by the reaction of diol 16a with SnCl2. Although the expected tetramerization to 17 occurred, the yield was lower than in the case of 13a-e, due to the sensitivity of the product.

  DOI：

  10.1002/1522-2675(20000607)83:6<1224::aid-hlca1224>3.0.co;2-n
• 作为产物：
  描述：

  2,7-bis[(4-methoxyphenyl)ethynyl]-9H-fluoren-9-one 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 生成 9,9'-(1,4-phenylene)bis[2,7-bis[2-(4-methoxyphenyl)ethyl]-9H-fluoren-9-ol]
  参考文献：
  名称：

  摘要：

  As part of our studies on the tetramerization of quinodimethane 1 to the macrocyclic compound 2, the influence of substituents on this reaction was investigated. It was found that a large range of substituents such as 2-phenylethyl, 2-(4-methoxyphenyl)ethyl, 2-(4-fluorephenyl)ethyl, 2-[4-(tert-butyl)phenyl]ethyl, and 2-[4-(2-phenylethyl)phenyl]ethyl, attached at positions 2 and 7 of 9H-fluorene, do net prevent the tetramerization. The key step in the formation of the macrocylic compounds 13a-e is the debromination of 12a-e with mercury to the corresponding quinodimethanes which undergo a self-assembly forming 13a-e in high yields To study the conjugative influence of substituents on tetramerization, the effect of the hex-1-ynyl groups at positions 3 and 6 of the 9H-fluorene rings was investigated. In this case, the corresponding macrocycle 17 was generated by the reaction of diol 16a with SnCl2. Although the expected tetramerization to 17 occurred, the yield was lower than in the case of 13a-e, due to the sensitivity of the product.

  DOI：

  10.1002/1522-2675(20000607)83:6<1224::aid-hlca1224>3.0.co;2-n