cis-N-mesityl-3,4-diphenylcyclo-2-pentene imine | 1042352-58-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: cis-N-mesityl-3,4-diphenylcyclo-2-pentene imine
• CAS: 1042352-58-8
• 化学式: C₂₆H₂₅N
• 分子量: 351.491
• InChiKey: PBUBGBZIUYEQHQ-SLEBQGDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.96
• 重原子数：
  27.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  3,4-diphenylcyclopent-2-en-1-one 、 2,4,6-三甲基苯胺 在 4 A molecular sieve 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以77%的产率得到cis-N-mesityl-3,4-diphenylcyclo-2-pentene imine
  参考文献：
  名称：

  Synthesis of substituted 1,1′-diaminoferrocenes from cyclo-2-pentene imines

  摘要：

  Condensation of anilines and primary aliphatic amines with 3,4-diphenylcyclo-2-pentenone leads to the corresponding diphenylcyclopentene imines in good yields of 72-90%. Deprotonation of these aminocyclopentadiene tautomers and reaction with FeCl2 leads to the synthesis of the respective 1,1'-diamino-3,3',4,4'-tetraphenylferrocenes. Yields increase from 33% to 65% with a decrease in the steric bulk of the amine substituent. The observation that a successful conversion requires two equivalents of base is conceived on the basis of the discussed reaction mechanism. The molecular structure of 1,1'-dianilino-3,30,4,40-tetraphenylferrocene ( 3a), which was determined by single crystal X-ray analysis reveals a trans coordination of the two amine moieties with respect to the central Cp-Fe-Cp axis of the ferrocenyl backbone. (C) 2007 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2007.12.020