1-(Trifluoromethyl)-3-[2-(diphenylmethylene)hydrazino]benzene | 518322-83-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(Trifluoromethyl)-3-[2-(diphenylmethylene)hydrazino]benzene
• 英文别名: N-(benzhydrylideneamino)-3-(trifluoromethyl)aniline
• CAS: 518322-83-3
• 化学式: C₂₀H₁₅F₃N₂
• 分子量: 340.348
• InChiKey: IFWNYGXRKIDAMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  间溴三氟甲苯 、 1-(Trifluoromethyl)-3-[2-(diphenylmethylene)hydrazino]benzene 在 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 生成 2-(diphenylmethylene)-1,1-bis(3-(trifluoromethyl)phenyl)hydrazine
  参考文献：
  名称：

  Reservoir catalysis: Rationalization of anomalous reaction orders in Pd-catalyzed amination of aryl halides

  摘要：

  Reversible partitioning of a portion of the catalyst away from the active cycle provides a mechanistic rationalization of the anomalous reaction orders observed in the presence of additives. The concept of stable reservoir species leads to a practical protocol for maintaining a robust catalyst system that may be particularly useful for development of reactions under harsh conditions likely to lead to catalyst deactivation and incomplete turnover. Probing Pd-catalyzed amination reactions in the presence of competitive binding events reveals the key role that reservoir species connected reversibly to the catalytic cycle can play. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2011.01.018
• 作为产物：
  描述：

  间溴三氟甲苯 、 二苯甲酮腙 在 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 0.5h， 生成 1-(Trifluoromethyl)-3-[2-(diphenylmethylene)hydrazino]benzene
  参考文献：
  名称：

  竞争性催化反应的机理推断：Pd（binap）催化的芳基卤化物胺化

  摘要：

  健康竞争： Pd（binap）催化的芳基卤化物胺化反应表明，竞争反应的结果与研究单独反应的结果有何显着不同。我们将展示竞争网络如何提供单独研究反应无法获得的机械信息。

  DOI：

  10.1002/adsc.200800006

文献信息

• Mechanistic Inferences Derived from Competitive Catalytic Reactions: Pd(binap)-Catalyzed Amination of Aryl Halides
  作者：Antonio C. Ferretti、Jinu S. Mathew、Ian Ashworth、Malcolm Purdy、Colin Brennan、Donna G. Blackmond

  DOI：10.1002/adsc.200800006

  日期：2008.5.5

  Healthy competition: The Pd(binap)-catalyzed amination of aryl halides demonstrates how the results from competitive reactions can be strikingly different from those obtained from study of the separate reactions. We show how the competitive network provides mechanistic information not accessible from study of the reactions separately.

  健康竞争： Pd（binap）催化的芳基卤化物胺化反应表明，竞争反应的结果与研究单独反应的结果有何显着不同。我们将展示竞争网络如何提供单独研究反应无法获得的机械信息。
• Reservoir catalysis: Rationalization of anomalous reaction orders in Pd-catalyzed amination of aryl halides
  作者：Antonio C. Ferretti、Colin Brennan、Donna G. Blackmond

  DOI：10.1016/j.ica.2011.01.018

  日期：2011.4

  Reversible partitioning of a portion of the catalyst away from the active cycle provides a mechanistic rationalization of the anomalous reaction orders observed in the presence of additives. The concept of stable reservoir species leads to a practical protocol for maintaining a robust catalyst system that may be particularly useful for development of reactions under harsh conditions likely to lead to catalyst deactivation and incomplete turnover. Probing Pd-catalyzed amination reactions in the presence of competitive binding events reveals the key role that reservoir species connected reversibly to the catalytic cycle can play. (C) 2011 Elsevier B. V. All rights reserved.