(E)-N,N-dibenzyl-1,3-diphenylprop-2-en-1-amine | 1207729-18-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-N,N-dibenzyl-1,3-diphenylprop-2-en-1-amine
• CAS: 1207729-18-7
• 化学式: C₂₉H₂₇N
• 分子量: 389.54
• InChiKey: DNSPXCHXNXANCA-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  反-1,3-二苯基-2-丙稀-1-醇 、 二苄胺 在 五羰基溴铼(I) 作用下， 以 甲苯 为溶剂， 以83 %的产率得到(E)-N,N-dibenzyl-1,3-diphenylprop-2-en-1-amine
  参考文献：
  名称：

  铼络合物催化胺与醇的N-烯丙基化和N-苄基化

  摘要：

  当允许脂肪胺与烯丙醇在催化量的铼配合物存在下反应时，脂肪胺的N-烯丙基化有效地进行，以中等到良好的收率得到相应的N-烯丙基取代的胺。类似地，胺与苯甲醇的N-苯甲基化反应在铼催化剂存在下发生。

  DOI：

  10.1016/j.tetlet.2023.154412

文献信息

• Allylic Amination Using Well‐Defined [(NHC)Pd(η ³ ‐allyl)Cl] Complexes and PPh ₃
  作者：Sylvain Roland、William Cotet、Pierre Mangeney

  DOI：10.1002/ejic.200801157

  日期：2009.5

  at the allyl fragment. This reaction occurs exclusively in the presence of PPh3, thus suggesting that cationic [(NHC)Pd(allyl)(PPh3)]+ complexes, which are more electrophilic, are formed in situ and allow the amine to react with the allyl fragment. A tetrafluoroborate cationic complex has therefore been prepared from [(NHC)Pd(allyl)Cl], PPh3, and AgBF4 and fully characterized. This complex is an active

  研究了 [(NHC)Pd(allyl)Cl] 配合物催化的烯丙基胺化反应，发现 PPh3 的存在对于催化体系的活性至关重要。 [(1-Mesityl-3-methylimidazol-2- ylidene)Pd(η3-C3H5)Cl] 已用于优化与 (E)-1,3-diphenylprop-3-enyl 乙酸酯和苄胺在双相条件（碱水/CH2Cl2）下的反应条件。使用 1 M K2CO3 水溶液获得分离产物的最佳产率 (98%)。还检查了 NHC 配体和烯丙基片段对预催化剂的影响。两种新的中性 [(NHC)Pd(η3-1-RC3H4)Cl] 配合物 [NHC = 1-mesityl-3-methylimidazol-2-ylidene or 1-(2,6-diisopropylphenyl)-3-methylimidazol-2-ylidene ; R = H 或 Ph] 已制备，使用前者观察到反应时间减少。NMR
• Micellar Catalysis Using a Photochromic Surfactant: Application to the Pd-Catalyzed Tsuji–Trost Reaction in Water
  作者：Muriel Billamboz、Floriane Mangin、Nicolas Drillaud、Carole Chevrin-Villette、Estelle Banaszak-Léonard、Christophe Len

  DOI：10.1021/jo401737t

  日期：2014.1.17

  The first example of a Pd-catalyzed Tsuji-Trost reaction, applied in a photochromic micellar media under conventional heating and microwave irradiation, is reported. The surfactant activity and recycling ability were investigated and compared with those of a few commercially available surfactants. The synthetic photochromic surfactant proved to be efficient, recyclable, and versatile for Pd-catalyzed coupling reactions.
• Palladium-Catalyzed Direct Amination of Allylic Alcohols at Room Temperature
  作者：Hanmin Huang、Maorong Wang、Yinjun Xie、Jiawen Li

  DOI：10.1055/s-0034-1379249

  日期：——

  A palladium complex ligated with Xantphos has been identified as an efficient catalyst for the catalytic amination of allylic alcohols, which allows the direct amination of allylic alcohols with amines to proceed at room temperature in the absence of additives. The method is compatible with a variety of functional groups and can be used to prepare a wide range of linear allylic amines in good to excellent yields with high stereoselectivities.