2-(2-(anthracen-9-yl)ethyl)-1,3-dioxane

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-(2-(anthracen-9-yl)ethyl)-1,3-dioxane
• 英文别名: 2-(2-Anthracen-9-ylethyl)-1,3-dioxane；2-(2-anthracen-9-ylethyl)-1,3-dioxane
• 化学式: C₂₀H₂₀O₂
• 分子量: 292.378
• InChiKey: AULKXTJJNFDQGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  9-氯蒽 、 (1,3-dioxan-2-yl)ethylmagnesium bromide 在 iron(III)-acetylacetonate 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 0.67h， 以75%的产率得到2-(2-(anthracen-9-yl)ethyl)-1,3-dioxane
  参考文献：
  名称：

  烯烃辅助铁催化的芳基氯化烷基化

  摘要：

  AbstractA selective and operationally simple iron‐catalyzed cross‐coupling of aryl chlorides with alkylmagnesium halides has been developed. The reaction tolerates various functional groups and exhibits high chemoselectivity even in the presence of aryl bromides. Mechanistic studies indicate the essential role of the olefin substituent for substrate activation. Competing polymerization and reduction are effectively suppressed.magnified image

  DOI：

  10.1002/adsc.201300095

文献信息

• Olefin-Assisted Iron-Catalyzed Alkylation of Aryl Chlorides
  作者：Samet Gülak、Tim N. Gieshoff、Axel Jacobi von Wangelin

  DOI：10.1002/adsc.201300095

  日期：2013.8.12

  AbstractA selective and operationally simple iron‐catalyzed cross‐coupling of aryl chlorides with alkylmagnesium halides has been developed. The reaction tolerates various functional groups and exhibits high chemoselectivity even in the presence of aryl bromides. Mechanistic studies indicate the essential role of the olefin substituent for substrate activation. Competing polymerization and reduction are effectively suppressed.magnified image