nonamethylferrocenylmethylenemalondinitrile | 401593-12-2

• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: nonamethylferrocenylmethylenemalondinitrile
• 英文别名: iron(2+);1,2,3,4,5-pentamethylcyclopenta-1,3-diene;2-[(2,3,4,5-tetramethylcyclopenta-2,4-dien-1-yl)methylidene]propanedinitrile
• CAS: 401593-12-2
• 化学式: C₂₃H₂₈FeN₂
• 分子量: 388.336
• InChiKey: MJBZVSDNPTUJCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.01
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  47.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (η5-C5Me5)Fe(η5-C5Me5-CHO) 、 丙二腈 在 aluminum oxide 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到nonamethylferrocenylmethylenemalondinitrile
  参考文献：
  名称：

  Knoevenagel condensation of ferrocenyl substituted carboxaldehydes with methylene active compounds on inorganic supports and the NLO properties of the resulting push–pull alkenes

  摘要：

  We report a new method for the condensation of nonamethylferrocenecarboxaldehyde, 3-ferrocenylacrolein, 5-ferrocenylthiophene-2-carboxaldehyde and 5'-ferrocenyl-2,2' -bithienyl-5-carboxaldehyde inorganic supports, with methylene active compounds on the inorganic supports. In this way, conditions leading to very high yield ( > 70%) of the product could be achieved. The effect of sonication during the synthesis of nonamethylferrocenecarboxaldehyde is reported and appears to be of great importance. We also report a new method for the synthesis of 3-ferrocenylacrolein. The second-order non-linear optical (NLO) properties of these ferrocenecarboxaldehyde condensation products are measured with the hyper-Rayleigh scattering (HRS) technique. The results of a similar study made for the condensation products of the above-mentioned aldehydes with malononitrile and indan-1,3-indandione are also given. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00946-9