1,3,5-trinaphthyl-2,4-diazapenta-1,4-diene | 103327-89-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1,3,5-trinaphthyl-2,4-diazapenta-1,4-diene
• 英文别名: 1,3,5-trinaphth-2-yl-2,4-diazapenta-1,4-diene；1-naphthalen-2-yl-N-[naphthalen-2-yl-(naphthalen-2-ylmethylideneamino)methyl]methanimine
• CAS: 103327-89-5
• 化学式: C₃₃H₂₄N₂
• 分子量: 448.567
• InChiKey: MRUQMCBQJMGZEQ-UHFFFAOYSA-N

物化性质

• 沸点：
  647.0±55.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.5
• 重原子数：
  35
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3,5-trinaphthyl-2,4-diazapenta-1,4-diene 在 次磷酸 作用下， 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  N，N-双（膦甲基）胺作为新型1-氨基次膦酸与过渡金属和镧系元素离子在水溶液中的合成及络合特性

  摘要：

  用氨水和次磷酸处理芳香醛可得到新颖的C 2对称的N，N-双（膦甲基）胺，它是一类新型的1-氨基次膦酸化合物。的络合性能Ñ，Ñ双（膦）与过渡金属如Co胺2+，镍2+，锌2+，铜2+和Cd 2+和镧系离子的La 3+和Gd 3+是在研究了pH电位法测定水溶液。解离常数（p K通过pH-电位技术测定化合物的）。与化合物的络合研究DL - 2当配位体-金属的化学计量比为1，获得一个显示，滴定曲线的最佳拟合：1和2：1。

  DOI：

  10.1021/je2004897
• 作为产物：
  描述：

  2-(叠氮甲基)萘 在 [RuCl2(η5-1-methoxy-2,4-di-tert-butyl-3-neopentylcyclopentadienyl)]2 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以66%的产率得到1,3,5-trinaphthyl-2,4-diazapenta-1,4-diene
  参考文献：
  名称：

  Beyond Click-Chemistry: Transformation of Azides with Cyclopentadienyl Ruthenium Complexes

  摘要：

  The cyclopentadienyl Ru complexes Cp*RuCl-(cod) (cod = 1,5-cyclooctadiene), Cp*RuCl(PPh3)(2), and [Cp boolean AND RuCl2](2) (Cp boolean AND = eta(5)-1-methoxy-2,4-di-tert-butyl-3-neo-pentylcyclopentadienyl) are able to catalyze the decomposition of benzyl azides to give 1,3,5-triphenyl-2,4-diazapenta-1,4-diene ("hydrobenzamide"), benzyl-benzylideneamine, and benzonitrile. Reactions with the catalyst precursor [Cp boolean AND RuCl2](2) are particularly fast and give hydrobenzamide with high selectivity. A similar coupling reaction is observed for other benzylic azides but not for (2-azidoethyl)benzene and ethyl-4-azidobutanoate. If the reactions are performed in the presence of water, benzylic azides are converted into aldehydes. Mononuclear tetrazene complexes are formed in stoichiometric reactions of [Cp boolean AND RuCl2](2) with benzyl azide and (2-azidoethyl)benzene.

  DOI：

  10.1021/om200295c

文献信息

• Novel Method for the Synthesis of α-Amino-α′-hydroxyalkylphosphinic Acids and Bis(α-aminoalkyl)phosphinic Acids: Nuclephilic Addition of α-Hydroxy-H-phosphinic Acids to Diimines
  作者：Babak Kaboudin、Hamideh Haghighat、Saied Alaie、Tsutomu Yokomatsu

  DOI：10.1055/s-0032-1316706

  日期：2012.8

  here a novel and simple method for the synthesis of α-amino-α′-hydroxyalkylphosphinic acids in good yields in two simple steps without any protection–deprotection steps. We have developed an efficient method for the synthesis of α-amino-α′-hydroxyalkylphosphinic acids via the reaction of easily available α-hydroxyalkylphosphinic acids with diimines. Treatment of α-­hydroxyalkylphosphinic acids with diimines

  我们在此报告了一种新颖且简单的方法，可通过两个简单的步骤以良好的收率合成 α-氨基-α'-羟烷基次膦酸，无需任何保护-脱保护步骤。我们开发了一种通过容易获得的 α-羟烷基次膦酸与二亚胺反应合成 α-氨基-α'-羟烷基次膦酸的有效方法。在三甲基甲硅烷基氯 (TMSCl) 存在下用二亚胺处理 α-羟烷基次膦酸以良好的收率得到 α-氨基-α'-羟烷基次膦酸。该反应得到α-氨基-α'-羟基烷基次膦酸的两种非对映异构形式的混合物。在有机溶剂中溶解度的差异使我们能够轻松地分离非对映异构体。
• Studies on the Reaction of Diimines with Thiourea: Synthesis and Solvent-Induced cis/trans-Isomerization of 1,3,5-Triazinane-2-thiones
  作者：Babak Kaboudin、Tahereh Ghasemi、Tsutomu Yokomatsu

  DOI：10.1055/s-0029-1216884

  日期：2009.9

  The reaction of N,N′-bis(arylmethylidene)arylmethane diimines with thiourea under reflux in methanol was studied. The reaction gave a diastereomeric mixture of 4,6-disubstituted 1,3,5-triazinane-2-thiones in good yields. Two diastereoisomers of 4,6-diphenyl-1,3,5-triazinane-2-thione were detected in a solution of CDCl3 by NMR analysis. According to the NMR studies, the cis-dia­stereoisomer undergoes a solvent-induced cis/trans-isomerization process, producing the trans-diastereoisomer in DMSO. The stereochemistry of the trans-diastereoisomer was determined by X-ray crystallographic analysis.

  研究了N,N′-双(芳基甲烯基)芳基亚胺与硫脲在甲醇中回流反应。该反应得到了4,6-二取代1,3,5-三嗪烷-2-硫酮的二消旋体混合物，收率良好。通过NMR分析，在CDCl3溶液中检测到了4,6-二苯基-1,3,5-三嗪烷-2-硫酮的两个二消旋异构体。根据NMR研究，顺式二消旋异构体经历了一个溶剂诱导的顺/反异构化过程，在DMSO中生成反式二消旋异构体。反式二消旋异构体的立体化学通过X射线晶体学分析确定。
• Hydrodeoxygenative Coupling and Transformation of Aldehydes at a N₂-Derived Tetranuclear Titanium Imide/Hydride Framework
  作者：Yat-Ming So、Ching Tat To、Murali Mohan Guru、Takanori Shima、Zhaomin Hou

  DOI：10.1021/jacs.3c05525

  日期：2023.8.2

  transformations in organic synthesis. Herein, we report an unprecedented hydrodeoxygenative coupling of aromatic aldehydes to form bibenzyls by a N2-derived tetranuclear titanium imide/hydride complex [(Cp′Ti)4(μ3-NH)2(μ-H)4] (1; Cp′ = C5Me4SiMe3). Further reactions with the corresponding aldehydes under air afford hydrobenzamides together with a titanium oxo complex. Both hydride and imide ligands play an important

  通过两种有机组分的偶联形成碳-碳键是有机合成中最重要的化学转化之一。在此，我们报道了一种前所未有的芳香醛加氢脱氧偶联反应，通过N 2衍生的四核钛亚胺/氢化物配合物[(Cp'Ti) 4 (μ 3 -NH) 2 (μ-H) 4 ] ( 1 ; Cp′ = C 5 Me 4 SiMe 3 )。在空气下与相应的醛进一步反应，得到氢苯甲酰胺以及钛氧络合物。氢化物和酰亚胺配体对于还原偶联、氢化过程以及N 2衍生的酰亚胺单元的官能化都起着重要作用，而无需牺牲试剂。这些结果表明，四核钛酰亚胺/氢化物骨架不仅适用于N 2活化和功能化，而且还为使用羰基化合物形成C-C键提供了新的平台。
• Highly chemoselective reductive amination-coupling by one-pot reaction of aldehydes, HMDS and NaBH4
  作者：Najmedin Azizi、Elham Akbari、Alireza Khejeh Amiri、Mohammad R. Saidi

  DOI：10.1016/j.tetlet.2008.09.048

  日期：2008.11

  An efficient and highly chemoselective synthesis of symmetrical secondary amines via reductive amination of aldehydes with inexpensive and commercially available HMDS and sodium borohydride in high to quantitative yields is reported. (C) 2008 Elsevier Ltd. All rights reserved.