2-(((2-methoxyethyl)amino)methyl)-4,6-dimethylphenol

• 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-methoxyethyl)amino)methyl)-4,6-dimethylphenol
• 英文别名: 2-[(2-Methoxyethylamino)methyl]-4,6-dimethylphenol；2-[(2-methoxyethylamino)methyl]-4,6-dimethylphenol
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: MUWZSLDXRRPRFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  41.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,3''-bis(bromomethyl)-5,5''-di-tert-butyl-2',3',5',6'-tetramethyl-[1,1':4',1''-terphenyl]-2,2''-diol 、 2-(((2-methoxyethyl)amino)methyl)-4,6-dimethylphenol 在 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到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 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 14.0h， 生成 2-(((2-methoxyethyl)amino)methyl)-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

• Dimeric μ-oxo bridged molybdenum(vi) dioxo complexes as catalysts in the epoxidation of internal and terminal alkenes
  作者：Martina E. Judmaier、Chris H. Sala、Ferdinand Belaj、Manuel Volpe、Nadia C. Mösch-Zanetti

  DOI：10.1039/c3nj00115f

  日期：——

  The preparation of the tridentate phenol based amine ligands HL1–HL4 is achieved via a convenient one-pot synthesis by reductive amination in quantitative yield in an autoclave under 7 bar H2 gas. Reaction of [MoO2(acac)2] and the corresponding ligand HLX (X = 1, 2 and 4) in methanol–H2O results in the formation of orange to red dimeric μ-oxo bridged [MoO2(LX)}2(μ-O)] (X = 1, 2 and 4) complexes 1–3

  三齿酚基胺配体HL 1 -HL 4的制备是通过在7 bar H 2气体下，在高压釜中以定量收率进行还原性胺化，通过方便的一锅合成来实现的。[的MoO的反应2（ACAC）2 ]和相应的配体HLX（X = 1，2和4）在甲醇–高氧2导致形成橙色至红色二聚体μ氧桥连[的MoO 2（LX）} 2（μ-O）]（X = 1，2和4）络合物1-3以高收率和高的纯度。配合物1-3对空气和空气稳定水。两个配体均通过fac模式通过侧链上的酚O原子，胺N原子和第三个供体原子（金属原子为1的OMe，金属原子为2和3的NMe 2）配位至金属中心。钼原子通过桥连的μ-氧代部分相互连接，这是通过配合物2和3的X射线衍射分析证实的。使用TBHP作为氧化剂，已经在几种内部和末端烯烃的环氧化中测试了所有配合物。取决于底物的性质，以中等至良好的产率和高的选择性获得环氧化物。在环氧化中环辛烯观察到复合物1的TOF = 467 h
• 2-Methoxyethylamino-bis(phenolate)yttrium Catalysts for the Synthesis of Highly Isotactic Poly(2-vinylpyridine) by Rare-Earth Metal-Mediated Group Transfer Polymerization
  作者：Alexander Kronast、Dominik Reiter、Peter T. Altenbuchner、Sergei I. Vagin、Bernhard Rieger

  DOI：10.1021/acs.macromol.6b01179

  日期：2016.9.13

  isotactic poly(2-vinylpyridine) (P2VP) was synthesized by the group transfer polymerization of the prochiral 2-vinylpyridine (2VP) with 2-methoxyethylaminobis(phenolate)yttrium complexes. Isotacticities of up to Pm = 0.92, narrow molecular weight distributions, and high molecular weights were achieved by steric modifications of the variable bisphenolate ligand structure. The resulting polymer samples were

  通过将前手性2-乙烯基吡啶（2VP）与2-甲氧基乙基氨基双（酚盐）钇配合物进行基团转移聚合，合成了高度全同立构的聚（2-乙烯基吡啶）（P2VP）。通过可变双酚盐配体结构的空间修饰，可实现等规度高达P m = 0.92，窄分子量分布和高分子量。通过热分析（DSC，TGA），GPC和13 C NMR对所得的聚合物样品进行表征。等规微观结构的起源归因于基于13 C NMR机理研究的对映体位点控制机制，并为13 C五单元组的分配提供了新的见解。
• Bimetallic Zirconium Amine Bis(phenolate) Polymerization Catalysts: Enhanced Activity and Tacticity Control for Polyolefin Synthesis
  作者：Madalyn R. Radlauer、Theodor Agapie

  DOI：10.1021/om500608j

  日期：2014.7.14

  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.