2,4-Di-tert-butyl-6-(4-nitrophenyliminomethyl)phenol | 353493-59-1

• 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: 2,4-Di-tert-butyl-6-(4-nitrophenyliminomethyl)phenol
• 英文别名: 2,4-ditert-butyl-6-[(4-nitrophenyl)iminomethyl]phenol
• CAS: 353493-59-1
• 化学式: C₂₁H₂₆N₂O₃
• 分子量: 354.449
• InChiKey: MFVKEOCKRQYEAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4-Di-tert-butyl-6-(4-nitrophenyliminomethyl)phenol 以 甲苯 为溶剂， 生成
  参考文献：
  名称：

  Cameron, Paul A.; Gibson, Vernon C.; Redshaw, Carl, Journal of the Chemical Society. Dalton Transactions (2001), 2001, # 9, p. 1472 - 1476

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二叔丁基水杨醛 、 4-硝基苯胺 在 甲酸 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以95%的产率得到2,4-Di-tert-butyl-6-(4-nitrophenyliminomethyl)phenol
  参考文献：
  名称：

  Synthesis and characterisation of neutral dialkylaluminium complexes stabilised by salicylaldiminato ligands, and their conversion to monoalkylaluminium cations †

  摘要：

  将水杨醛亚胺配体3,5-But2-2-(OH)C6H2CHNR [R = 2,6-Me2C6H3 (1a), 2,6-Pri2C6H3 (1b), 3,5-(CF3)2C6H3 (1c), 4-(NO2)C6H4 (1d), 4-ClC6H4 (1e), 1-萘基 (1f), But (1g)]与甲苯中的Me3Al反应，经后处理得到高度结晶（除2c为油状物外）的配合物{3,5-But2-2-(O)C6H2CHNR}AlMe2 [R = 2,6-Me2C6H3 (2a), 2,6-Pri2C6H3 (2b), 3,5-(CF3)2C6H3 (2c), 4-(NO2)C6H4 (2d), 4-ClC6H4 (2e), 1-萘基 (2f), But (2g)]。在这些体系中加入THF并反应B(C6F5)3，顺利得到[{3,5-But2-2-(O)C6H2CHNR}AlMe(THF)]+ [R = 2,6-Me2C6H3 (3a), 2,6-Pri2C6H3 (3b), 3,5-(CF3)2C6H3 (3c), 4-(NO2)C6H4 (3d), 4-ClC6H4 (3e), 1-萘基 (3f), But (3g)]，即B(C6F5)3Me−盐。相比之下，在没有THF的二氯甲烷溶液中进行相同的反应得到复杂的混合物：从2g与B(C6F5)3在CD2Cl2中的反应获得的产品混合物的NMR谱表明，其中存在{3,5-But2-2-(O)C6H2CHNBut}AlMe(C6F5)]和B(C6F5)2Me。化合物2a和2b已通过单晶X射线结构确定法表征，并显示出几乎相同的构象。在这两个体系中，铝中心的四面体几何结构都存在明显的畸变。

  DOI：

  10.1039/b100743m

文献信息

• Synthesis and X-ray structural characterization of sterically hindered bis(3,5-di-tert-butylsalicylaldiminato)Cu(II) complexes
  作者：Jahir Uddin Ahmad、Minna T. Räisänen、Martin Nieger、Markku R. Sundberg、Pawel J. Figiel、Markku Leskelä、Timo Repo

  DOI：10.1016/j.poly.2012.03.006

  日期：2012.5

  Bis(3,5-di-tert-butylsalicylaldiminato)Cu(II) complexes were prepared in high yields from a sterically hindered 3,5-di-tert-butylsalicylaldehyde and a variety of amines using three synthetic approaches. They were all thoroughly characterized by various spectroscopic methods (UV-Vis, IR, EPR and EI-MS). Crystal structures of seven complexes determined by X-ray crystallography show the Cu ion in a N2O2 coordination environment and a tetrahedrally distorted square-planar geometry. The UV-Vis and EPR results indicated that the complexes have the same geometry also in solution. In two solid state structures of the complexes the ligands have obtained an unusual cis-orientation whereas the rest of the complexes are trans-isomers. Computational studies carried out by the density functional theory method verified that in the case of complex with N-alkyl fragment the preferred isomer is trans, while the opposite behavior is observed for the complex with N-phenyl substituent. (C) 2012 Elsevier Ltd. All rights reserved.