1-[2-methoxy-6-(1-phenylvinyl)phenyl]ethanone | 1116113-28-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-methoxy-6-(1-phenylvinyl)phenyl]ethanone
• 英文别名: 1-[2-Methoxy-6-(1-phenylethenyl)phenyl]ethanone；1-[2-methoxy-6-(1-phenylethenyl)phenyl]ethanone
• CAS: 1116113-28-0
• 化学式: C₁₇H₁₆O₂
• 分子量: 252.313
• InChiKey: RDJCQHRFVGQZNO-UHFFFAOYSA-N

物化性质

• 沸点：
  390.0±30.0 °C(predicted)
• 密度：
  1.062±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2'-甲氧基苯乙酮 、 5,5-二甲基-2-(1-苯基乙烯基)-1,3,2-二氧硼杂环己烷 在 频哪酮 、 C₅₅H₅₀O₃P₂Ru 作用下， 反应 10.0h， 以82%的产率得到1-[2-methoxy-6-(1-phenylvinyl)phenyl]ethanone
  参考文献：
  名称：

  Unique Effect of Coordination of an Alkene Moiety in Products on Ruthenium-Catalyzed Chemoselective C−H Alkenylation

  摘要：

  Ruthenium-catalyzed alkenylation of 2'-alkoxyacetophenones with alkenylboronates provides ortho C-H alkenylation products without sacrificing an ether functional group at the other ortho position. Both excellent chemoselectivity and high product yields are achieved with an aryloxo ruthenium complex. The effective suppression of the C-O bond cleavage was attained by coordination of the alkenyl moiety in the C-H alkenylation product to the ruthenium center.

  DOI：

  10.1021/ol802819b

文献信息

• Ruthenium-Catalyzed Monoalkenylation of Aromatic Ketones by Cleavage of Carbon-Heteroatom Bonds with Unconventional Chemoselectivity
  作者：Hikaru Kondo、Nana Akiba、Takuya Kochi、Fumitoshi Kakiuchi

  DOI：10.1002/anie.201503641

  日期：2015.8.3

  Ruthenium‐catalyzed selective monoalkenylation of ortho CO or CN bonds of aromatic ketones was achieved. The reaction allowed the direct comparison of the relative reactivities of the cleavage of different carbon‐heteroatom bonds, thus suggesting an unconventional chemoselectivity, where smaller, more‐electron‐donating groups are more easily cleaved. Selective monofunctionalization of CO bonds in

  的钌催化选择性monoalkenylation邻ç  O或C 达到Ñ芳族酮的键。该反应可以直接比较不同碳-杂原子键裂解的相对反应性，因此表明具有非常规的化学选择性，较小的，供电子更多的基团更易于裂解。的Ç选择性monofunctionalization 在存在O键邻Ç  H键也被实现。
• Unique Effect of Coordination of an Alkene Moiety in Products on Ruthenium-Catalyzed Chemoselective C−H Alkenylation
  作者：Satoshi Ueno、Takuya Kochi、Naoto Chatani、Fumitoshi Kakiuchi

  DOI：10.1021/ol802819b

  日期：2009.2.19

  Ruthenium-catalyzed alkenylation of 2'-alkoxyacetophenones with alkenylboronates provides ortho C-H alkenylation products without sacrificing an ether functional group at the other ortho position. Both excellent chemoselectivity and high product yields are achieved with an aryloxo ruthenium complex. The effective suppression of the C-O bond cleavage was attained by coordination of the alkenyl moiety in the C-H alkenylation product to the ruthenium center.