(2,6-Cl2C6H3)CH=NCH2(4'-ClC6H4) | 915728-33-5

• 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: (2,6-Cl2C6H3)CH=NCH2(4'-ClC6H4)
• 英文别名: N-[(4-chlorophenyl)methyl]-1-(2,6-dichlorophenyl)methanimine
• CAS: 915728-33-5
• 化学式: C₁₄H₁₀Cl₃N
• 分子量: 298.599
• InChiKey: IEIUKHZXUNTOBH-UHFFFAOYSA-N

物化性质

• 沸点：
  402.1±45.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2,6-Cl2C6H3)CH=NCH2(4'-ClC6H4) 在 Na₂(CH₃CO₂)2 作用下， 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Unprecedented intermolecular C–H bond activation of a solvent toluene molecule leading to a seven-membered platinacycle

  摘要：

  报告中介绍了一种新型的铂介导过程，包括甲苯的一个 CarylâH 键的分子间活化、一个亚胺 CarylâCl 键的分子内活化以及一个 CâC 键的形成。

  DOI：

  10.1039/b608666g

文献信息

• Five- and Seven-Membered Metallacycles in [C,N,N′] and [C,N] Cycloplatinated Compounds
  作者：Raquel Martín、Margarita Crespo、Mercè Font-Bardia、Teresa Calvet

  DOI：10.1021/om800864f

  日期：2009.1.26

  The reactions of cis-[Pt(4-C6H4Me)2(μ-SEt2)]2 with ligands ArCH═NCH2CH2NMe2 (Ar = 4-ClC6H4 (1a); 2-BrC6H4 (1b); 2,6-Cl2C6H3 (1c); C6F5 (1d)) and ArCH═NCH2(4-ClC6H4) (Ar = 4-ClC6H4 (1e); 2-BrC6H4 (1f); 2,6-Cl2C6H3 (1g); C6F5 (1h)) were studied. Several types of compounds were formed including (i) [N,N′] coordination compounds (2a, 2c, 2d), (ii) [C,N,N′] platinum(IV) (3b, 3c), [C,N,N′] platinum(II) (4a)

  的反应中的顺式- [PT（4-C 6 H ^ 4 Me）的2（μ-SET 2）] 2与配体ArCH═NCH 2 CH 2 NME 2（AR = 4-CLC 6 ħ 4（1A）; 2- BRC 6 ħ 4（1B）; 2,6-CL 2 ç 6 ħ 3（1C），C 6 ˚F 5（1D））和ArCH═NCH 2（4-CLC 6 ħ 4）（AR = 4-CLC 6高4（1e）; 2-BrC 6 H 4（1f）; 2,6-Cl 2 C 6 H 3（1g）；研究了C 6 F 5（1h））。形成了几种类型的化合物，包括（i）[N，N']配位化合物（2a，2c，2d），（ii）[C，N，N']铂（IV）（3b，3c），[C，具有五元金属环的N，N']铂（II）（4a）和[C，N]铂（II）（4e）环金属化合物，以及（iii）[C，N，N']铂（II） ）（5c）和具有七元金属环的[C，N]铂（II）（5f，
• Platinum-Mediated C−H Bond Activation of Arene Solvents and Subsequent C−C Bond Formation
  作者：Joan Albert、Ramon Bosque、Margarita Crespo、Jaume Granell、Judit Rodríguez、Javier Zafrilla

  DOI：10.1021/om100743z

  日期：2010.10.25

  The reactions of cis-[PtCl2(SOMe2)(2)] and imines 2,6-Cl2C6H3CH=NCH2(4-XC6H4) (1a, X = H; 1b, X = Cl), 2,6-Cl2C6H3CH=NCH2(2,6-F2C6H3) (1f), and 2,6-Cl2C6H3CH=N(4-ClC6H4) (1g) carried out in toluene at 90 degrees C in the presence of sodium acetate dissolved in methanol produced compounds [PtCl(MeC6H3)(2-ClC6H3)CHNR)}SOMe2] (R = CH2C6H5 (4a), CH2(4-ClC6H4) (4b), CH2(2,6-F2C6H3) (4f), and 4-ClC6H4 (4g)), containing seven-membered platinacycles via "formal insertion" of a toluene molecule in the metallacycle. These compounds are formed in a process involving several steps, the most relevant being intermolecular C-H activation of a solvent toluene molecule and formation of a carbon-carbon bond. The reaction of cis-[PtCl2(SOMe2)(2)] and imine 2,6-Cl2C6H3CH=NCH2(4-CIC6H4) (1b) under analogous conditions was also carried out using other arene solvents such as benzene and ortho-, meta-, and para-xylene and produced in all cases seven-membered platinacycles. DFT calculations indicate that the stability of the metallacycles increases in the order p-xylyl < m-xylyl < o-xylyl < tolyl < phenyl and have helped to suggest a possible reaction path.
• Novel platinum(II) compounds with N-benzylidenebenzylamines: Synthesis, crystal structures and the effect of cis or trans geometry on cycloplatination
  作者：Margarita Crespo、Raquel Martín、Teresa Calvet、Mercè Font-Bardía、Xavier Solans

  DOI：10.1016/j.poly.2008.05.001

  日期：2008.8

  Coordination compounds with a trans-stereochemistry were prepared for ligands (4-ClC6H4)CH=NCH2(4'-ClC6H4) (L-a), (2,4,6-Me3C6H2)CH=NCH2(4'-ClC6H4) (L-b) and (2,6-Cl2C6H3)CH=NCH2(4'-ClC6H4) (L-c) and were shown to be precursors of the corresponding cyclometallated compounds. The reactions between cis-[PtCl2(dmso)(2)] and ligands ArCH=NCH2(4'-ClC6H4) (Ar = 2-BrC6H4 (L-d); 2-ClC6H4 (L-e); C6F5 (L-f); 2,6-F2C6H3 (L-g)) under previously described conditions for cycloplatination of N-benzylidenebenzylamines gave a cyclometallated compound only for imine L-f; the other imines produced coordination compounds with a cis arrangement from which cyclometallation could not be achieved. Formation of either cis or trans coordination compounds [PtCl2(L)dmso] (L = N-benzylidenebenzylamine) can be related to steric effects and to the E/Z configuration of the C=N bond. All compounds were fully characterized including structure determinations for trans-[PtCl2(4-ClC6H4)CH=NCH2(4'-ClC6H4)}SOMe2] (2a), trans-[PtCl2[2,6-Cl2C6H3)CH=NCH2(4'-ClC6H4)}SOMe2] (2c) and the amine derivative trans-[PtCl2(4-ClC6H4CH2NH2)SOMe2] (2) obtained as a by-product. (C) 2008 Elsevier Ltd. All rights reserved.