(3,4-dichlorophenyl)(phenyl)methanimine | 1258076-79-7

• 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: (3,4-dichlorophenyl)(phenyl)methanimine
• 英文别名: (3,4-Dichlorophenyl)-phenylmethanimine；(3,4-dichlorophenyl)-phenylmethanimine
• CAS: 1258076-79-7
• 化学式: C₁₃H₉Cl₂N
• 分子量: 250.127
• InChiKey: FBQJFOPEHWZAOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  23.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  penta-3,4-dienoic acid ethyl ester 、 (3,4-dichlorophenyl)(phenyl)methanimine 在 Rh(cod)(OH)2 、 C₅₄H₆₄O₁₈P₂ 作用下， 以 甲苯 为溶剂， 反应 16.0h， 生成
  参考文献：
  名称：

  SYN-选择性铑（I） -催化酮亚胺程序之烯丙基化通过定向Ç ？H活化/丙二烯加成序列

  摘要：

  上的Rh的OLL：铑（I） -催化Ç  ħ酮亚胺和导致烯丙基金属物种丙二烯，然后烯丙基化亚胺引导基，得到高度官能化的亚甲基二氢茚基胺（见方案），用随后的carborhodation的激活极好的区域和非对映选择性。

  DOI：

  10.1002/anie.201004179

文献信息

• Enantioselective Rhodium(I)-Catalyzed [3+2] Annulations of Aromatic Ketimines Induced by Directed CH Activations
  作者：Duc N. Tran、Nicolai Cramer

  DOI：10.1002/anie.201105766

  日期：2011.11.18

  selectivity: Highly substituted indenylamines can be obtained with high enantioselectivity by formal [3+2] additions of aryl ketimines with internal alkynes. These rhodium(I)‐catalyzed processes proceed by selective CH activation of one of the two arene substituents, regioselective carbometalation of the alkyne, and enantioselective addition across the imine.

  三重选择性：可以通过将[3 + 2]芳基酮亚胺与内部炔烃正式加成，以高对映体选择性获得高度取代的茚基胺。这些铑（I）催化的过程是通过两个芳烃取代基之一的选择性CH活化，炔烃的区域选择性碳金属化以及在整个亚胺上的对映选择性加成而进行的。
• Rhodium-Catalyzed Dynamic Kinetic Asymmetric Transformations of Racemic Allenes by the [3+2] Annulation of Aryl Ketimines
  作者：Duc N. Tran、Nicolai Cramer

  DOI：10.1002/anie.201304919

  日期：2013.9.27

  Racemization required: Rhodium(I)‐catalyzed CH activation directed by unprotected ketimines initiates selective [3+2] cycloaddition with allenes, providing access to highly substituted indenylamines. The reaction proceeds through the dynamic kinetic asymmetric transformation of racemic allenes. The catalyst controls the enantio‐ and diastereoselectivity, the regioselectivities of the CH activation and allene

  需要消旋：由未保护的酮亚胺引导的铑（I）催化的CH活化可引发与烯丙基的选择性[3 + 2]环加成反应，从而提供了高度取代的茚基胺的通道。反应通过外消旋烯的动态动力学不对称转化而进行。催化剂控制对映和非对映选择性，将C的区域选择性 ħ活化和丙二烯掺入，以及所述ë / Ž比率。
• Electrophilic <i>N</i>-Trifluoromethylation of N–H Ketimines
  作者：Gang Zheng、Xiaoli Ma、Jiaheng Li、Dongsheng Zhu、Mang Wang

  DOI：10.1021/acs.joc.5b01468

  日期：2015.9.4

  A direct N-trifluoromethylation method has been developed by the use of the in situ generated [ArICF3](+) species as the electrophilic trifluoromethyl source. Upon treatment of N H ketimines with Ruppert-Prakash reagent in the presence of PhI(OAc)(2) and KF, or with Togni's reagent II catalyzed by copper salt, N-trifluoromethylated imine products were obtained in moderate to good yields.
• Highly Selective Rhodium Catalyzed Domino C–H Activation/Cyclizations
  作者：Duc N. Tran、Nicolai Cramer

  DOI：10.2533/chimia.2011.271

  日期：——

  The direct functionalization of carbon-hydrogen bonds is an emerging tool to establish more sustainable and efficient synthetic methods. We present its implementation in a cascade reaction that provides a rapid assembly of functionalized indanylamines from simple and readily available starting materials. Careful choice of the ancillary ligand - an electron-rich bidentate phosphine ligand - enables highly diastereoselective rhodium(i)-catalyzed intramolecular allylations of unsubstituted ketimines induced by a directed C-H bond activation and allene carbo-metalation sequence.