(+/-)-1-(o-anisyl)-4-methoxy-3-methyl-cis-1,3-diphenylindane

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: (+/-)-1-(o-anisyl)-4-methoxy-3-methyl-cis-1,3-diphenylindane
• 英文别名: 4-methoxy-1-(2-methoxyphenyl)-3-methyl-1,3-diphenyl-2H-indene
• 化学式: C₃₀H₂₈O₂
• 分子量: 420.551
• InChiKey: ABEIPBQFLSZWNN-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：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(1-phenylvinyl)anisole 在 氯化锑(V) 作用下， 以 various solvent(s) 为溶剂， 反应 0.25h， 以92%的产率得到(+/-)-1-(o-anisyl)-4-methoxy-3-methyl-cis-1,3-diphenylindane
  参考文献：
  名称：

  Acid Catalysis in the Aminium Hexachloroantimonate-Induced Cyclodimerization of 1-Aryl-1-phenylethylenes

  摘要：

  The aminium. hexachloroantimonate-induced cyclodimerization of various 1-aryl-1-phenylethylenes, affording regioisomeric indane derivatives via a carbocation mechanism, was found to occur in a similar manner when SbCl5 was used instead of the aminium salt, hence antimony pentachloride is proposed as the acid catalyst. Its formation in the reactions with aminium hexachloroantimonates occurs by the oxidation of the SbCl6- anion by its aminium counterion. Moreover, this cyclodimerization reaction occurs with much higher efficiency and enhanced regioselectivity in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) than in dichloromethane.

  DOI：

  10.1002/1099-0690(200211)2002:22<3850::aid-ejoc3850>3.0.co;2-y

文献信息

• Acid Catalysis in the Aminium Hexachloroantimonate-Induced Cyclodimerization of 1-Aryl-1-phenylethylenes
  作者：Francesco Ciminale、Luigi Lopez、Gianluca M. Farinola、Stefano Sportelli、Angelo Nacci

  DOI：10.1002/1099-0690(200211)2002:22<3850::aid-ejoc3850>3.0.co;2-y

  日期：2002.11

  The aminium. hexachloroantimonate-induced cyclodimerization of various 1-aryl-1-phenylethylenes, affording regioisomeric indane derivatives via a carbocation mechanism, was found to occur in a similar manner when SbCl5 was used instead of the aminium salt, hence antimony pentachloride is proposed as the acid catalyst. Its formation in the reactions with aminium hexachloroantimonates occurs by the oxidation of the SbCl6- anion by its aminium counterion. Moreover, this cyclodimerization reaction occurs with much higher efficiency and enhanced regioselectivity in 1,1,1,3,3,3-hexafluoropropan-2-ol (HFP) than in dichloromethane.