N,N'-Diethylbenzene-1,3-dicarbaldimine | 85067-99-8

• 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'-Diethylbenzene-1,3-dicarbaldimine
• 英文别名: N,N'-diethyl-1,3-dialdiminobenzene；ethyl-(3-ethyliminomethyl-benzylidene)-amine；N-ethyl-1-[3-(ethyliminomethyl)phenyl]methanimine
• CAS: 85067-99-8
• 化学式: C₁₂H₁₆N₂
• 分子量: 188.272
• InChiKey: ALXDUBVRRCACSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  N,N'-Diethylbenzene-1,3-dicarbaldimine 以 二氯甲烷 为溶剂， 生成 {Pd2(C6H2(CHNC2H5)2)(pyrazole)2Cl2}
  参考文献：
  名称：

  Synthesis and reactions of cyclopalladated compounds derived from N,N′-dialkylbenzene-1,3-dicarbaldimines [alkyl = ethyl (H₂L¹), butyl or octyl] and N,N′-dibenzylbenzene-1,3-dicarbaldimine. Crystal structure of [Pd₂L¹(py)₄][ClO₄]₂(py = pyridine)

  摘要：

  The reactions of N,N'-dialkylbenzene-1,3-dicarbaldimines (alkyl = Et, H2L1; Bu, H2L2 or C8H17, H2L3) and N,N'-dibenzylbenzene-1,3-dicarbaldimine (H2L4) with Pd(O2CMe)2 have been studied. In all cases tetra-mu-acetato cyclopalladated compounds, [Pd4L2(O2CMe)4], were obtained in which metallation had occurred at the 4,6 positions of the benzene ring. The mu-chloro analgoues, [Pd4L2Cl4], can be obtained either by reaction of the Schiff bases with Li2[PdCl4] or by metathesis of the acetato complexes. Bridge-splitting reactions of [Pd4L2Cl4] with pyridine(py), 4-methylpyridine, pyrazole, 3,5-dimethylpyrazole, amines, and a number of monoprotic bidentate chelating ligands, viz. acetylacetone, dibenzoylmethane and its monothio analogue, ethylacetoacetate, salicylaldehyde, N-methylsalicylideneimine and sodium N,N-dipropyldithiocarbamate have also been investigated. The products have been characterized by H-1 and C-13 NMR spectroscopy. The X-ray crystal structure of [Pd2L1(py)4][ClO4]2 has been determined which crystallizes in the triclinic space group P1BAR with a = 10.889(1), b = 16.981(2), c = 10.227(1) angstrom, alpha = 92.99(1), beta = 93.14(1), gamma = 73.65(1)-degrees and Z = 2; refinement led to R = 0.059 and R' = 0.062 using 3620 unique reflections with I > 3-sigma(I).

  DOI：

  10.1039/dt9910002669
• 作为产物：
  描述：

  间苯二甲醛 、 乙胺 在 magnesium sulfate 作用下， 以 乙醚 为溶剂， 反应 24.0h， 以87%的产率得到N,N'-Diethylbenzene-1,3-dicarbaldimine
  参考文献：
  名称：

  π共轭低聚物的钯催化多组分偶联方法：由亚胺和酰氯组装基于咪唑的材料

  摘要：

  就像小玩意儿一样：提出了另一种获取含咪唑的π共轭材料的方法。通过钯催化的亚胺，二亚胺和二（酰氯）的多组分偶合，将咪唑核与低聚物同时组装，从而提供了一种新的共轭材料家族的途径，每种新的共轭材料都是一步一步形成的，催化反应（参见方案； Ts = 4-甲苯磺酰基）。

  DOI：

  10.1002/anie.201100558

文献信息

• Organodipalladium(II) cyclometallates of the schiff base N,N′-diethyl-2,6-dialdiminobenzene
  作者：Sukla Chakladar、Parimal Paul、Kamalaksha Nag

  DOI：10.1016/s0277-5387(00)86074-x

  日期：1991.1

  Abstract Syntheses and reactions of dipalladiobenzene derivatives have been reported. Li 2 [PdCl 4 ] reacts with N,N′-diethyl-2,6- dialdiminobenzene (H 2 L) to form the cyclometallated compound, [Pd 4 L 2 Cl 4 ], in which metallation occurs at the 3,5-carbon atoms of the aromatic ring. The tetrachloro compound can be converted to a dinuclear precursor complex, [Pd 2 L(MeCN) 2 (ClO 4 ) 2 ], which reacts

  摘要已经报道了二丙二苯衍生物的合成和反应。Li 2 [PdCl 4]与N，N'-二乙基-2,6-二苯二氨基苯（H 2 L）反应形成环化金属化合物[Pd 4 L 2 Cl 4]，其中金属化反应发生在3,5-芳环的碳原子。可以将四氯化合物转化为双核前体复合物[Pd 2 L（MeCN）2（ClO 4）2]，其与吡啶，4-甲基吡啶，吡唑和咪唑（B）反应生成[Pd]类型的复合物2 L（B）4]（ClO 4）2，并与2,2'-联吡啶制得[Pd 2 L（bpy）2]（ClO 4）2。当前体络合物与吡唑和三乙胺相互作用时，形成四核中性络合物[Pd 4 L 2（pz）4]。通过使前体与乙酰丙酮钠盐反应，获得了一系列中性螯合化合物[Pd 2 L（AB）2]，乙酰乙酸乙酯，N-甲基水杨醛亚胺（HAB）和N，N'-二甲基二硫代氨基甲酸（HAB）。该化合物已通过其1 H NMR光谱进行了表征。
• Preparation of benzenetetracarboxylic acids by the cobalt-catalyzed carbonylation of Schiff bases from benzenedicarbaldehydes and subsequent oxidation
  作者：Tsunesuke Kajimoto、Jiro Tsuji

  DOI：10.1021/jo00158a020

  日期：1983.5