2-[1,2-dihydroacenaphthen-5-yl]benzyl alcohol | 1190085-30-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[1,2-dihydroacenaphthen-5-yl]benzyl alcohol
• CAS: 1190085-30-3
• 化学式: C₁₉H₁₆O
• 分子量: 260.335
• InChiKey: NMFBIZMHCHGTPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-[1,2-dihydroacenaphthen-5-yl]benzyl alcohol 在 甲基磺酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以82%的产率得到5-[2-(chloromethyl)phenyl]-1,2-dihydroacenaphthylene
  参考文献：
  名称：

  Highly Efficient and Versatile Synthesis of Polyarylfluorenes via Pd-Catalyzed C−H Bond Activation

  摘要：

  A facile protocol for the Pd-catalyzed preparative synthesis of fluorene derivatives has been developed. While a wide range of fluorenes; were easily obtained with high efficiency and selectivity under mild conditions, excellent functional group tolerance was also demonstrated. On the basis of Hammett and KIE studies, the present reaction is proposed to proceed via a base-assisted deprotonative metalation pathway.

  DOI：

  10.1021/ol901854f
• 作为产物：
  描述：

  萘嵌戊烷-5-硼酸 、 2-溴苄醇 在 四(三苯基膦)钯 、 碳酸氢钠 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 12.0h， 以31%的产率得到2-[1,2-dihydroacenaphthen-5-yl]benzyl alcohol
  参考文献：
  名称：

  Highly Efficient and Versatile Synthesis of Polyarylfluorenes via Pd-Catalyzed C−H Bond Activation

  摘要：

  A facile protocol for the Pd-catalyzed preparative synthesis of fluorene derivatives has been developed. While a wide range of fluorenes; were easily obtained with high efficiency and selectivity under mild conditions, excellent functional group tolerance was also demonstrated. On the basis of Hammett and KIE studies, the present reaction is proposed to proceed via a base-assisted deprotonative metalation pathway.

  DOI：

  10.1021/ol901854f