9-(1H-inden-1-yl)-9-methyl-9H-fluorene | 1160063-55-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-(1H-inden-1-yl)-9-methyl-9H-fluorene
• 英文别名: 9-(1H-inden-1-yl)-9-methylfluorene
• CAS: 1160063-55-7
• 化学式: C₂₃H₁₈
• 分子量: 294.396
• InChiKey: IKZGDDWFTWPGPC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  9-(2-ethynylbenzyl)-9-methyl-9H-fluorene 在 platinum(II) chloride 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以61%的产率得到9-(1H-inden-1-yl)-9-methyl-9H-fluorene
  参考文献：
  名称：

  Platinum and Ruthenium Chloride-Catalyzed Cycloisomerization of 1-Alkyl-2-ethynylbenzenes: Interception of π-Activated Alkynes with a Benzylic C−H Bond

  摘要：

  Air-stable and commercially available alkynophilic metal salts, such as PtCl2, PtCl4, and [RuCl2(CO)(3)](2), catalyze the cycloisomerization of 1-alkyl-2-ethynylbenzenes to produce Substituted indenes even at all ambient temperature. Electrophilically activated alkynes can be intercepted by simple benzylic C-H bonds at primary, secondary, and tertiary carbon centers. Mechanistic studies, such as labeling studies and kinetic isotope and substituent effects, indicate that the cycloisomerization proceeds through the formation of a vinylidene intermediate and turnover-limiting 1,5-shift of benzylic hydrogen.

  DOI：

  10.1021/jo901045g

文献信息

• Platinum and Ruthenium Chloride-Catalyzed Cycloisomerization of 1-Alkyl-2-ethynylbenzenes: Interception of π-Activated Alkynes with a Benzylic C−H Bond
  作者：Mamoru Tobisu、Hiromi Nakai、Naoto Chatani

  DOI：10.1021/jo901045g

  日期：2009.8.7

  Air-stable and commercially available alkynophilic metal salts, such as PtCl2, PtCl4, and [RuCl2(CO)(3)](2), catalyze the cycloisomerization of 1-alkyl-2-ethynylbenzenes to produce Substituted indenes even at all ambient temperature. Electrophilically activated alkynes can be intercepted by simple benzylic C-H bonds at primary, secondary, and tertiary carbon centers. Mechanistic studies, such as labeling studies and kinetic isotope and substituent effects, indicate that the cycloisomerization proceeds through the formation of a vinylidene intermediate and turnover-limiting 1,5-shift of benzylic hydrogen.