2-(2-Methoxyethyliminomethyl)-4,6-dimethylphenol | 1395897-97-8

• 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: 2-(2-Methoxyethyliminomethyl)-4,6-dimethylphenol
• CAS: 1395897-97-8
• 化学式: C₁₂H₁₇NO₂
• 分子量: 207.272
• InChiKey: XKAKGDRBPCQJEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  41.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-Methoxyethyliminomethyl)-4,6-dimethylphenol 在 sodium tetrahydroborate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 5,5''-di-tert-butyl-3,3''-bis(((2-hydroxy-3,5-dimethylbenzyl)(2-methoxyethyl)amino)methyl)-2',3',5',6'-tetramethyl-[1,1':4',1''-terphenyl]-2,2''-diol
  参考文献：
  名称：

  Bimetallic Zirconium Amine Bis(phenolate) Polymerization Catalysts: Enhanced Activity and Tacticity Control for Polyolefin Synthesis

  摘要：

  Binucleating multidentate amine bis(phenolate) ligands with rigid terphenyl backbones were designed to support two zirconium centers locked in dose proximity. Polymerizations of propylene or 1-hexene with the synthesized bimetallic precatalysts resulted in polymers with significantly higher isotacticity (up to 79% mmmm) in comparison to the stereoirregular polymers produced with previously reported C-5-symmetric monometallic analogues. The bimetallic precatalysts also display higher activity (up to 124 kg of poly(1-hexene) (mmol of Zr)(-1) h(-1)), in comparison to the monometallic analogues, and among the highest activities reported for nonmetallocene catalysts. The stereocontrol is consistent with a bimetallic mechanism involving remote steric interactions with the ligand sphere of the second metal center.

  DOI：

  10.1021/om500608j
• 作为产物：
  描述：

  2-羟基-3,5-二甲基-苯甲醛 、 2-甲氧基乙胺 以 甲醇 为溶剂， 反应 12.0h， 以100%的产率得到2-(2-Methoxyethyliminomethyl)-4,6-dimethylphenol
  参考文献：
  名称：

  Bimetallic Zirconium Amine Bis(phenolate) Polymerization Catalysts: Enhanced Activity and Tacticity Control for Polyolefin Synthesis

  摘要：

  Binucleating multidentate amine bis(phenolate) ligands with rigid terphenyl backbones were designed to support two zirconium centers locked in dose proximity. Polymerizations of propylene or 1-hexene with the synthesized bimetallic precatalysts resulted in polymers with significantly higher isotacticity (up to 79% mmmm) in comparison to the stereoirregular polymers produced with previously reported C-5-symmetric monometallic analogues. The bimetallic precatalysts also display higher activity (up to 124 kg of poly(1-hexene) (mmol of Zr)(-1) h(-1)), in comparison to the monometallic analogues, and among the highest activities reported for nonmetallocene catalysts. The stereocontrol is consistent with a bimetallic mechanism involving remote steric interactions with the ligand sphere of the second metal center.

  DOI：

  10.1021/om500608j

文献信息

• Molybdenum(VI) Dioxo Complexes Employing Schiff Base Ligands with an Intramolecular Donor for Highly Selective Olefin Epoxidation
  作者：Martina E. Judmaier、Christof Holzer、Manuel Volpe、Nadia C. Mösch-Zanetti

  DOI：10.1021/ic301464w

  日期：2012.9.17

  Reaction of [MoO2(eta(2)-tBu(2)pz)(2)] with Schiff base ligands HLX (X = 1-5) gave molybdenum(VI) dioxo complexes of the type cis-[MoO2(L-X)(2)] as yellow to light brown solids in moderate to good yields. All ligands coordinate via its phenolic O atom and the imine N atom in a bidentate manner to the metal center. The third donor atom (R-2 = OMe or NMe2) in the side chain in complexes 1-4 is not involved in coordination and remains pendant. This was confirmed by X-ray diffraction analyses of complexes 1 and 3. Complexes 1, 3, and 5 exist as a mixture of two isomers in solution, whereas complexes 2 and 4 with sterically less demanding substituents on the aromatics only show one isomer in solution. All complexes are active catalysts in the epoxidation of various internal and terminal alkenes, and epoxides in moderate to good yields with high selectivities are obtained. In the challenging epoxidation of styrene, complexes 1 and 2 prove to be very active and selective. The selectivity seems to be influenced by the pendant donor arm, as complex 5 without additional donor in the side chain is less selective. Experiments prove that the addition of n-butyl methyl ether as intermolecular donor per se has no influence on the selectivity. The basic conditions induced by the NMe2 groups in complexes 3 and 4 lead to lower activity.