(E)-4-(4-(4-methoxyphenyl)but-3-en-2-yl)morpholine | 1587713-17-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-4-(4-(4-methoxyphenyl)but-3-en-2-yl)morpholine
• CAS: 1587713-17-4
• 化学式: C₁₅H₂₁NO₂
• 分子量: 247.337
• InChiKey: CWQYZTRWFGJBRB-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.43
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (E)-4-(4-(4-methoxyphenyl)but-3-en-2-yl)morpholine 在 fac-tris(2-phenylpyridinato-N,C2')iridium(III) 、 N,N-二异丙基乙胺 作用下， 以 乙腈 为溶剂， 生成 (Z)-4-(4-(4-methoxyphenyl)but-3-en-2-yl)morpholine
  参考文献：
  名称：

  Facile Synthesis of Z-Alkenes via Uphill Catalysis

  摘要：

  Catalytic access to thermodynamically less stable Z-alkenes has recently received considerable attention. These approaches have relied upon kinetic control of the reaction to arrive at the thermodynamically less stable geometrical isomer. Herein, we present an orthogonal approach which proceeds via photochemically catalyzed isomerization of the thermodynamic E-alkene to the less stable Z-isomer which occurs via a photochemical pumping mechanism. We consider two potential mechanisms. Importantly, the reaction conditions are mild, tolerant, and operationally simple and will be easily implemented.

  DOI：

  10.1021/ja5019749
• 作为产物：
  描述：

  4-甲氧基苯甲醛 在 甲醇 、 4-二甲氨基吡啶 、 sodium tetrahydroborate 、 四(三苯基膦)钯 、 三乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 33.0h， 生成 (E)-4-(4-(4-methoxyphenyl)but-3-en-2-yl)morpholine
  参考文献：
  名称：

  Facile Synthesis of Z-Alkenes via Uphill Catalysis

  摘要：

  Catalytic access to thermodynamically less stable Z-alkenes has recently received considerable attention. These approaches have relied upon kinetic control of the reaction to arrive at the thermodynamically less stable geometrical isomer. Herein, we present an orthogonal approach which proceeds via photochemically catalyzed isomerization of the thermodynamic E-alkene to the less stable Z-isomer which occurs via a photochemical pumping mechanism. We consider two potential mechanisms. Importantly, the reaction conditions are mild, tolerant, and operationally simple and will be easily implemented.

  DOI：

  10.1021/ja5019749