2,2'-(cyclohexane-1,2-diylidene)bis(2-(trimethylsilyl)acetonitrile) | 1188547-28-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,2'-(cyclohexane-1,2-diylidene)bis(2-(trimethylsilyl)acetonitrile)
• CAS: 1188547-28-5
• 化学式: C₁₆H₂₆N₂Si₂
• 分子量: 302.567
• InChiKey: QPPYSZYHPTYJBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  2,2'-(cyclohexane-1,2-diylidene)bis(2-(trimethylsilyl)acetonitrile) 在 lithium aluminium tetrahydride 、 水 、 碳酸氢钠 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.0h， 以97%的产率得到2-amino-3-trimethylsilyl-5,6,7,7a-tetrahydro-4H-indene-1-carbonitrile
  参考文献：
  名称：

  Hydride-Induced Novel Cyclization of Dienedinitriles Leading to Multifunctionalized Cyclopentadienes

  摘要：

  By treatment with LiAIH(4),1,4-dicyano-1,4-bis(trimethylsilyi 1,3-dienes underwent a novel hydride-induced nucleophilic intermolecular 1,4-addition to the 4-unsaturated nitrile moiety, followed by an immediate nucleophilic intramolecular 1,2-addition to the remaining CN group, to afford multiply functionalized cyclopentadienes in high isolated yields. These multifunctional (-CN, -NH2, -SiMe3, -H) cyclopentadienes are of a rich and interesting reaction chemistry as preliminarily demonstrated by their reaction with ArNCO involving both the substituent and the ring.

  DOI：

  10.1021/ol901840c
• 作为产物：
  描述：

  copper(i) cyanide 、 1,2-bis(trimethylsilyliodomethylidene)cyclohexane 以 N,N-二甲基甲酰胺 为溶剂， 以88%的产率得到2,2'-(cyclohexane-1,2-diylidene)bis(2-(trimethylsilyl)acetonitrile)
  参考文献：
  名称：

  Hydride-Induced Novel Cyclization of Dienedinitriles Leading to Multifunctionalized Cyclopentadienes

  摘要：

  By treatment with LiAIH(4),1,4-dicyano-1,4-bis(trimethylsilyi 1,3-dienes underwent a novel hydride-induced nucleophilic intermolecular 1,4-addition to the 4-unsaturated nitrile moiety, followed by an immediate nucleophilic intramolecular 1,2-addition to the remaining CN group, to afford multiply functionalized cyclopentadienes in high isolated yields. These multifunctional (-CN, -NH2, -SiMe3, -H) cyclopentadienes are of a rich and interesting reaction chemistry as preliminarily demonstrated by their reaction with ArNCO involving both the substituent and the ring.

  DOI：

  10.1021/ol901840c