2,2-di(4-pentynyl)malononitrile | 256424-53-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2,2-di(4-pentynyl)malononitrile
• 英文别名: 2,2-Bis(pent-4-ynyl)propanedinitrile；2,2-bis(pent-4-ynyl)propanedinitrile
• CAS: 256424-53-0
• 化学式: C₁₃H₁₄N₂
• 分子量: 198.268
• InChiKey: APPMRHXFFQNIDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2-di(4-pentynyl)malononitrile 、 二(三甲基甲硅烷基)乙炔 在 carbon monoxide,cobalt,cyclopenta-1,3-diene 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以32%的产率得到trimethyl-[2,2',3'-tris(trimethylsilyl)-8,8'-spirobi[6,7-dihydro-5H-quinoline]-3-yl]silane
  参考文献：
  名称：

  One-Step Synthesis of Spiropyridines, a Novel Class of C₂-Symmetric Chiral Ligands, by Cobalt(I)-Catalyzed [2 + 2 + 2] Cycloadditions between Bis-Alkynenitriles and Alkynes

  摘要：

  Spiropyridines, a novel series of C-2-symmetric ligands, can be obtained in moderate yields by means of Co(l) catalyzed double cocyclization between bis-alkynenitriles and alkynes. This one-step method allowed the first synthesis of the interesting 7,7'- and 8,8'-spyropyridines from acyclic precursors.

  DOI：

  10.1021/ol991195m
• 作为产物：
  描述：

  戊-4-炔基对甲苯磺酸酯 、 丙二腈 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.0h， 以95%的产率得到2,2-di(4-pentynyl)malononitrile
  参考文献：
  名称：

  One-Step Synthesis of Spiropyridines, a Novel Class of C₂-Symmetric Chiral Ligands, by Cobalt(I)-Catalyzed [2 + 2 + 2] Cycloadditions between Bis-Alkynenitriles and Alkynes

  摘要：

  Spiropyridines, a novel series of C-2-symmetric ligands, can be obtained in moderate yields by means of Co(l) catalyzed double cocyclization between bis-alkynenitriles and alkynes. This one-step method allowed the first synthesis of the interesting 7,7'- and 8,8'-spyropyridines from acyclic precursors.

  DOI：

  10.1021/ol991195m

文献信息

• One-Step Synthesis of Spiropyridines, a Novel Class of <i>C</i>₂-Symmetric Chiral Ligands, by Cobalt(I)-Catalyzed [2 + 2 + 2] Cycloadditions between Bis-Alkynenitriles and Alkynes
  作者：Jesús A. Varela、Luis Castedo、Carlos Saá

  DOI：10.1021/ol991195m

  日期：1999.12.1

  Spiropyridines, a novel series of C-2-symmetric ligands, can be obtained in moderate yields by means of Co(l) catalyzed double cocyclization between bis-alkynenitriles and alkynes. This one-step method allowed the first synthesis of the interesting 7,7'- and 8,8'-spyropyridines from acyclic precursors.