(E)-4-(5-oxohex-1-en-1-yl)benzonitrile

• 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: (E)-4-(5-oxohex-1-en-1-yl)benzonitrile
• 英文别名: 4-[(E)-5-oxohex-1-enyl]benzonitrile
• 化学式: C₁₃H₁₃NO
• 分子量: 199.252
• InChiKey: DITIGKHQXJCVMN-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-(1,3,2-dioxaborolan-2-yl)benzonitrile 、 5-已烯-2-酮 在 氧气 、 palladium diacetate 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 48.0h， 以71%的产率得到(E)-4-(5-oxohex-1-en-1-yl)benzonitrile
  参考文献：
  名称：

  Covalent Organic Framework as a Heterogeneous Ligand for the Regioselective Oxidative Heck Reaction

  摘要：

  A simple imine-based covalent organic framework (COF) as heterogeneous ligand for Pd-II-promoted Hcck reaction is reported. Good regioselectivity for a wide range of electronically unbiased olefins is obtained (linear/branched >100:1 in most cases). Related tests and density functional theory calculations are used to explore the reason underlying the high selectivity. This research opens a route for COF as an intriguing platform to control regioselectivity catalysis.

  DOI：

  10.1021/acs.orglett.0c00061

文献信息

• Covalent Organic Framework as a Heterogeneous Ligand for the Regioselective Oxidative Heck Reaction
  作者：Jiyao Han、Xiaowei Sun、Xiao Wang、Qiong Wang、Shenghuai Hou、Xin Song、Yingqin Wei、Rongyu Wang、Wenhua Ji

  DOI：10.1021/acs.orglett.0c00061

  日期：2020.2.21

  A simple imine-based covalent organic framework (COF) as heterogeneous ligand for Pd-II-promoted Hcck reaction is reported. Good regioselectivity for a wide range of electronically unbiased olefins is obtained (linear/branched >100:1 in most cases). Related tests and density functional theory calculations are used to explore the reason underlying the high selectivity. This research opens a route for COF as an intriguing platform to control regioselectivity catalysis.