2,2'-(phthalazine-1,4-diyl)bis(2-methylpropanenitrile) | 1301726-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,2'-(phthalazine-1,4-diyl)bis(2-methylpropanenitrile)
• 英文别名: 2-[4-(2-Cyanopropan-2-yl)phthalazin-1-yl]-2-methylpropanenitrile；2-[4-(2-cyanopropan-2-yl)phthalazin-1-yl]-2-methylpropanenitrile
• CAS: 1301726-43-1
• 化学式: C₁₆H₁₆N₄
• 分子量: 264.33
• InChiKey: FENULWFDOWUPJI-UHFFFAOYSA-N

物化性质

• 熔点：
  150-151 °C
• 沸点：
  512.8±40.0 °C(Predicted)
• 密度：
  1.148±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  73.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  L-缬氨醇 、 2,2'-(phthalazine-1,4-diyl)bis(2-methylpropanenitrile) 在 zinc(II) chloride 作用下， 以 氯苯 为溶剂， 反应 96.0h， 以22%的产率得到1,4-bis(2-((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)propan-2-yl)phthalazine
  参考文献：
  名称：

  Chiral dinuclear phthalazine bridged bisoxazoline ligands: synthesis and application in enantioselective Cu-catalyzed conjugate addition of ZnEt2 to enones

  摘要：

  A new class of chiral dinuclear ligands with phthalazine bridged bisoxazoline scaffold was designed and prepared in convenient synthetic routes. H-1 NMR analysis showed that this class of ligands could coordinate with two metal ions, either same or different. These ligands afforded good to excellent yields and enantioselectivities in Cu-catalyzed conjugate addition of ZnEt2 to enones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.098
• 作为产物：
  描述：

  异丁腈 、 1,4-二氯酞嗪 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 以87%的产率得到2,2'-(phthalazine-1,4-diyl)bis(2-methylpropanenitrile)
  参考文献：
  名称：

  Chiral dinuclear phthalazine bridged bisoxazoline ligands: synthesis and application in enantioselective Cu-catalyzed conjugate addition of ZnEt2 to enones

  摘要：

  A new class of chiral dinuclear ligands with phthalazine bridged bisoxazoline scaffold was designed and prepared in convenient synthetic routes. H-1 NMR analysis showed that this class of ligands could coordinate with two metal ions, either same or different. These ligands afforded good to excellent yields and enantioselectivities in Cu-catalyzed conjugate addition of ZnEt2 to enones. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.02.098

文献信息

• Chiral dinuclear phthalazine bridged bisoxazoline ligands: synthesis and application in enantioselective Cu-catalyzed conjugate addition of ZnEt2 to enones
  作者：Liang Zhang、Guoqiang Yang、Chaoren Shen、Sabah Arghib、Wanbin Zhang

  DOI：10.1016/j.tetlet.2011.02.098

  日期：2011.5

  A new class of chiral dinuclear ligands with phthalazine bridged bisoxazoline scaffold was designed and prepared in convenient synthetic routes. H-1 NMR analysis showed that this class of ligands could coordinate with two metal ions, either same or different. These ligands afforded good to excellent yields and enantioselectivities in Cu-catalyzed conjugate addition of ZnEt2 to enones. (C) 2011 Elsevier Ltd. All rights reserved.