N,N′-dibenzyl-2-amino-4-imino-2-pentene | 6099-39-4

• 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: N,N′-dibenzyl-2-amino-4-imino-2-pentene
• CAS: 6099-39-4
• 化学式: C₁₉H₂₂N₂
• 分子量: 278.397
• InChiKey: YVMSMMFQBRRGGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.34
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  24.39
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N,N′-dibenzyl-2-amino-4-imino-2-pentene 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.75h， 生成 (N,N′-dibenzyl-2-amino-3-chloro-4-imino-2-pentene(1-))2Mg
  参考文献：
  名称：

  Lactide polymerization catalyzed by Mg and Zn diketiminate complexes with flexible ligand frameworks

  摘要：

  N-烷基二酮亚胺配合物的取代模式中微妙的变化显著改变了它们在乳酸内环聚合中的性能。邻位取代增加了活性，配体氯化增加了Mg二酮亚胺配合物的选择性，而Zn二酮亚胺配合物的反应则有所不同。

  DOI：

  10.1039/c3dt53278j
• 作为产物：
  描述：

  在 sodium hydroxide 作用下， 生成 N,N′-dibenzyl-2-amino-4-imino-2-pentene
  参考文献：
  名称：

  通过二烷基β-diketiminates引发环状酯的良好控制的开环聚合†

  摘要：

  一系列带有脂族N-取代的β-二酮基配体（nacnac R H = N，N'-二烷基-2-氨基-2-氨基-4-亚氨基戊-2-烯）的铝烷基络合物nacnac R AlMe 2（2a–2h）是由三烷基铝和相应的β-二酮亚胺反应制得。所有这些铝络合物均通过NMR，元素分析和HRMS光谱进行了表征。配合物2a，2c和2h的分子结构通过单晶X射线衍射确认。这些烷基铝配合物对苯环的开环聚合表现出显着的活性。ε-己内酯 在不存在和存在醇的情况下，所得的聚合物具有窄的分子量分布。

  DOI：

  10.1039/c3dt50372k

文献信息

• Zirconium Complexes of Symmetric and of Chiral Diketiminate Ligands: Synthesis, Crystal Structures, and Reactivities
  作者：Ibrahim El-Zoghbi、Saïda Latreche、Frank Schaper

  DOI：10.1021/om900852y

  日期：2010.4.12

  Reaction of N,N-dialkyl-2-amino-4-iminopent-2-enes (nacnacRH; R = Bn (1a), Cy (1b), R-CH(Me)Ph (1c)) with nBuLi afforded the lithium salts nacnacRLi(THF), 2a−c. Further reaction with ZrCl4 or ZrCl4(THF)2 yielded the cis-dichloride complexes nacnacR2ZrCl2, 3a−c. As a side reaction in the synthesis of 3c, CH activation of CH(Me)Ph under formal HCl elimination was observed. Complex 3a could also be obtained

  的反应Ñ，Ñ（二烷基-2-氨基-4- iminopent -2-烯类nacnac - [R ; R = BN（H 1A）中，Cy（1B），- [R -CH（Me）的博士（1C）），与Ñ丁基锂得到锂盐nacnac R Li（THF），2a - c。用的ZrCl进一步反应4或的ZrCl 4（THF）2，得到顺式-二氯化物络合物nacnac - [R 2的ZrCl 2，图3a - Ç。作为副反应的合成在图3c中，观察到在正式的HCl消除下CH（Me）Ph的CH活化。络合物3a也可以通过萘甲醚Bn H与n Bu 2 ZrCl 2反应获得。nacnac BN 2 ZrMe 2，5，形成在反应3a中在过量阿尔梅的存在下用的MeLi 3和从ME的反应物中分离2的ZrCl 2与图2a。配合物5与氯化铝化合物反应，但不与氯化锂反应，形成二氯化物配合物3a并用乙醇以形成nacnac BN 2锆（OET）2，6。已经对3a
• NacnacBnCuOiPr: a strained geometry resulting in very high lactide polymerization activity
  作者：Todd J. J. Whitehorne、Frank Schaper

  DOI：10.1039/c2cc34247b

  日期：——

  N,N′-Dibenzyl diketiminate copper isopropanolate, (nacnacBnCuOiPr)2, polymerizes rac- and S,S-lactide in the presence or absence of isopropanol as a chain-transfer reagent with very high activity (k2 = 32 M−1 s−1), narrow polydispersities and without evidence of side reactions such as transesterification, epimerization or catalyst decomposition.

  N,N′-Dibenzyl diketiminate 异丙醇酸铜 (nacnacBnCuOiPr)2，作为一种链转移试剂，在有异丙醇存在或无异丙醇存在的情况下，可聚合 rac-和 S,S-内酯，具有极高的活性（k2 = 32 M-1 s-1），较窄的聚分散性，并且不会出现副反应，如酯交换反应、表聚反应或催化剂分解。
• Square-Planar Cu(II) Diketiminate Complexes in Lactide Polymerization
  作者：Todd J. J. Whitehorne、Frank Schaper

  DOI：10.1021/ic402133c

  日期：2013.12.2

  Cu(OiPr)(2) was reacted with several beta-diketimine ligands, nacnac(R)H. Sterically undemanding ligands with N-benzyl substituents afforded the dimeric heteroleptic complexes [nacnac(Bn)Cu(mu-OiPr)](2) and [3-Cl-nacnac(Bn)Cu(mu-OiPr)](2) (Bn = benzyl). With sterically more demanding amines, dimerization was not possible, and the putative nacnacCuOiPr intermediate underwent ligand exchange to the homoleptic bisdiketiminate complexes Cu(nacnac(ipp))(2) and Cu(nacnac(Naph))(2) (ipp = 2-isopropylphenyl, Naph = 1-napthyl). Homoleptic complexes were also prepared with N-benzyl ligands to yield Cu(nacnac(Bn))(2) and Cu(3-succinimido-nacnac(Bn))(2). All complexes were characterized by single-crystal X-ray diffraction. Even bulkier ligands with N-anthrylmethyl, N-mesitylmethyl, or N-methylbenzyl substituents failed to react with Cu(OiPr)(2). In the case of nacnac(dipp)CuOiPr, putative nacnac(dipp)CuOiPr decomposed by beta-hydride elimination. Heteroleptic complexes [nacnac(Bn)Cu(mu-OiPr)](2) and [3-Cl-nacnac(Bn)Cu(mu-OiPr)](2) are very highly active rac-lactide polymerization catalysts, with complete monomer conversion at ambient temperature in solution in 0.5-5 min. In the presence of free alcohol, the homoleptic complexes seem to be in equilibrium with small amounts of the respective heteroleptic complex, which are sufficient to complete polymerization in less than 60 min at room temperature. All catalysts show high control of the polymerization with polydispersities of 1.1 and below. The obtained polymers were essentially atactic, with a slight heterotactic bias at ambient temperature and at -17 degrees C.