N,N-bis[methyl-(2-hydroxy-3-tert-butyl-5-methoxyphenyl)]-N',N'-dimethylethylenediamine | 627090-14-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N-bis[methyl-(2-hydroxy-3-tert-butyl-5-methoxyphenyl)]-N',N'-dimethylethylenediamine
• 英文别名: N,N-bis[(2-hydroxy-3-tert-butyl-5-methoxyphenyl)methyl]-N',N'-dimethyl ethylenediamine；N,N-bis(2-hydroxy-3-tert-butyl-5-methoxybenzyl)-N',N'-dimethylethylene-1,2-diamine；6,6'-(((2-(dimethylamino)ethyl)azanediyl)bis(methylene))bis(2-(tert-butyl)-4-methoxyphenol)；2-Tert-butyl-6-[[(3-tert-butyl-2-hydroxy-5-methoxyphenyl)methyl-[2-(dimethylamino)ethyl]amino]methyl]-4-methoxyphenol；2-tert-butyl-6-[[(3-tert-butyl-2-hydroxy-5-methoxyphenyl)methyl-[2-(dimethylamino)ethyl]amino]methyl]-4-methoxyphenol
• CAS: 627090-14-6
• 化学式: C₂₈H₄₄N₂O₄
• 分子量: 472.668
• InChiKey: ZTSREMXWRYPABR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  65.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  aluminum isopropoxide 、 N,N-bis[methyl-(2-hydroxy-3-tert-butyl-5-methoxyphenyl)]-N',N'-dimethylethylenediamine 以 甲苯 为溶剂， 以68%的产率得到[Al(O-iPr)(N,N-bis[methyl(2-hydroxy-3-tert-butyl-5-methoxyphenyl)]-N',N'-dimethylethylenediamine)]
  参考文献：
  名称：

  单中心烷氧基铝催化剂对配体替代物对ε-己内酯聚合速率的电子影响

  摘要：

  R1，R2 BPBA（bis-3-R 1 -5-R 2-苯氧基甲基-双胺）支持的一系列新型五配位铝单醇盐配合物配体 合成以探究电子变异对支持物的影响 配体 ε-己内酯的使用率 聚合。取代的芳族位置对位通过向酚盐供体氧叔丁基， 甲氧基 其他 溴 替代品提供催化铝聚合反应的铝络合物 ε-己内酯以不同的速度。我们建议复杂的路易斯酸度和醇盐亲核性之间的微妙相互作用决定了聚合 在这些系统中。

  DOI：

  10.1039/b303760f
• 作为产物：
  描述：

  聚合甲醛 、 叔丁基对羟基茴香醚 、 N,N-二甲基乙二胺 以 甲醇 为溶剂， 以78.3%的产率得到N,N-bis[methyl-(2-hydroxy-3-tert-butyl-5-methoxyphenyl)]-N',N'-dimethylethylenediamine
  参考文献：
  名称：

  单中心烷氧基铝催化剂对配体替代物对ε-己内酯聚合速率的电子影响

  摘要：

  R1，R2 BPBA（bis-3-R 1 -5-R 2-苯氧基甲基-双胺）支持的一系列新型五配位铝单醇盐配合物配体 合成以探究电子变异对支持物的影响 配体 ε-己内酯的使用率 聚合。取代的芳族位置对位通过向酚盐供体氧叔丁基， 甲氧基 其他 溴 替代品提供催化铝聚合反应的铝络合物 ε-己内酯以不同的速度。我们建议复杂的路易斯酸度和醇盐亲核性之间的微妙相互作用决定了聚合 在这些系统中。

  DOI：

  10.1039/b303760f

文献信息

• Iron Complexes for Cyclic Carbonate and Polycarbonate Formation: Selectivity Control from Ligand Design and Metal-Center Geometry
  作者：Kori A. Andrea、Erika D. Butler、Tyler R. Brown、Timothy S. Anderson、Dakshita Jagota、Cassidy Rose、Emily M. Lee、Sarah D. Goulding、Jennifer N. Murphy、Francesca M. Kerton、Christopher M. Kozak

  DOI：10.1021/acs.inorgchem.9b01909

  日期：2019.8.19

  of 1240 h–1. Epichlorohydrin, styrene oxide, phenyl glycidyl ether, and allyl glycidyl ether could also be transformed to their respective cyclic carbonates with good-to-excellent conversions. Selectivity for polycarbonate formation was observed using cyclohexene oxide, where the best activity was displayed by trigonal-bipyramidal iron(III) complexes having electron-rich phenolate groups and sterically

  具有不同酚盐取代基，配位几何形状和供体排列的17种铁（III）氨基双（酚盐）配合物家族用作二氧化碳（CO 2）与环氧化物反应的催化剂。基体辅助激光解吸/电离飞行时间质谱与双（三苯基膦）亚胺氯化铵助催化剂在负模式下的铁络合物揭示了六配位铁“酸盐”的形成。在低催化剂负载下（0.025摩尔％的铁和0.1摩尔％的氯助催化剂），所有配合物在20 bar CO 2的压力下均具有将环氧丙烷转化为碳酸丙烯酯的良好至优异的活性。。活性最高的配合物具有吸电子的二氯酚酸酯基团，反应2 h，其转换频率为1240 h –1。表氯醇，氧化苯乙烯，苯基缩水甘油基醚和烯丙基缩水甘油基醚也可以良好的转化率转化为各自的环状碳酸酯。使用环己烯氧化物观察到形成聚碳酸酯的选择性，其中具有丰富电子的酚盐基团和空间上不受阻碍的叔氨基供体的三角-双锥体铁（III）配合物显示出最佳的活性。那些含有笨重的叔氨基配体的化合物或那些在铁周围具有
• Synthesis and characterization of a molecular electrocatalyst based on an iron(III) complex supported by an amine-bis(phenolate) ligand for proton or water reduction
  作者：Zhuo-Qiang Wang、Ling-Zhi Tang、Yun-Xiao Zhang、Shu-Zhong Zhan、Jian-Shan Ye

  DOI：10.1007/s11243-015-9945-y

  日期：2015.8

  lethylenediamine (H2L) produces an iron(III) complex [LFeCl] 1, which has been characterized by X-ray crystallography. Electrochemical studies show that 1 can electrocatalyze hydrogen evolution, both from acetic acid with a turnover frequency (TOF) of 11 mol of hydrogen per mole of pre-catalyst per hour at an overpotential of 470 mV (in DMF), and from water with a TOF of 205 mol of hydrogen per mole

  摘要 FeCl3 与 N,N-双[甲基(2-羟基-3-叔丁基-5-甲氧基苯基)]-N'N'-二甲基乙二胺 (H2L) 反应生成铁 (III) 络合物 [LFeCl] 1，其中已通过 X 射线晶体学表征。电化学研究表明，1 可以电催化氢析出，无论是从周转频率 (TOF) 为每小时每摩尔预催化剂 11 摩尔氢的乙酸，在 470 mV 的过电位（在 DMF 中），以及从具有TOF 为 205 mol 氢/mol 预催化剂每小时，过电位为 987.6 mV（在缓冲液中，pH 7.0）。
• Random copolymerization of trimethylene carbonate with <scp>l</scp>-lactide initiated by amine-bridged bis(phenolate) neodymium alkoxides
  作者：Guojun Hu、Yanwei Wang、Yaorong Wang、Xuehua Zhu、Dan Yuan、Yingming Yao

  DOI：10.1039/d3cc01766d

  日期：——

  Random copolymerization of trimethylene carbonate (TMC) with L-lactide (LA) under mild conditions is a challenging task in polymer synthesis. Two amino-bridged bis(phenolate) neodymium complexes were synthesized and employed as efficient initiators for the copolymerization of TMC and L-LA under mild conditions to give random copolymers. NMR monitoring experiments of the chain microstructure versus

  碳酸亚丙酯 (TMC) 与L-丙交酯 (LA) 在温和条件下的无规共聚是聚合物合成中的一项具有挑战性的任务。合成了两种氨基桥接的双（酚盐）钕配合物，并将其用作 TMC 和L -LA 在温和条件下共聚的有效引发剂，得到无规共聚物。链微观结构与聚合时间的 NMR 监测实验证实，TMC/LA 无规共聚物是由无规共聚产生的。
• Synthesis of amine-bridged bis(phenolate) rare-earth metal alkoxides and their catalytic performance for the polymerization of trimethylene carbonate and L‑lactide
  作者：Guojun Hu、Ziyue Deng、Yanwei Wang、Dan Yuan、Yong Zhang、Yingming Yao

  DOI：10.1016/j.jorganchem.2023.122941

  日期：2024.1

  n = 2; RE = Nd (2), Y (3), Yb (4), Lu (5), n = 1) and LNd(OCH2CF3)(THF)2 (6) in good isolated yields. These complexes were efficient initiators for the homopolymerization of both TMC and L-LA. Kinetics of the polymerization of TMC and L-LA initiated by complex 6 was investigated, and the results showed that the polymerizations of L-LA and TMC were first order for the initiator and monomer concentrations

  合成了一系列由胺桥双酚盐配体稳定的稀土金属配合物，并将其用作三亚甲基碳酸酯（TMC）和L-丙交酯（L -LA）聚合的引发剂。胺桥双酚LH 2 (L = (CH 3 ) 2 NCH 2 CH 2 N[CH 2 -(2-OH-3- t Bu-5-OMe-C 6 H 2 )的一锅反应)] 2 )与(C 5 H 5 ) 3 RE(THF)或Nd[N(SiMe 3 ) 2 ] 3以1:1摩尔比进行处理，然后用1当量处理。ROH (R = (CF 3 ) 2 CH, CF 3 CH 2 ) 得到胺桥联双(酚盐)稀土金属醇盐 LRE(OCH(CF 3 ) 2 )(THF) n (RE = La ( 1 ) , n = 2; RE = Nd ( 2 ), Y ( 3 ), Yb ( 4 ), Lu ( 5 ), n = 1) 和 LNd(OCH 2 CF 3 )(THF) 2 ( 6 ) 具有良好的分离产率。这些配合物是
• Roles of Monomer Binding and Alkoxide Nucleophilicity in Aluminum-Catalyzed Polymerization of ε<b>-</b>Caprolactone
  作者：Keying Ding、Maria O. Miranda、Beth Moscato-Goodpaster、Noureddine Ajellal、Laurie E. Breyfogle、Eric D. Hermes、Chris P. Schaller、Stephanie E. Roe、Christopher J. Cramer、Marc A. Hillmyer、William B. Tolman

  DOI：10.1021/ma301130b

  日期：2012.7.10

  The kinetics of polymerization of epsilon-caprolactone (CL) initiated by aluminum-alkoxide complexes supported by the dianionic forms of N,N-bis[methyl-(2-hydroxy-3-tert-butyl-5-R-phenyl)]-N,N-dimethylethylenediamines, (L-R)Al(Oi-Pr) (R = OMe, Br, NO2) were studied. The ligands are sterically similar but have variable electron donating characteristics due to the differing remote (para) ligand substituents R. Saturation kinetics were observed using [CL](0) = 2-2.6 M and [complex](0) = 7 mM, enabling independent determination of the substrate coordination (K-eq) and insertion (k(2)) events in the ring-opening polymerization process. Analysis of the effects of the substituent R as a function of temperature on both K-eq and k(2) yielded thermodynamic parameters for these steps. The rate constant k(2), related to alkoxide nucleophilicity, was strongly enhanced by electron-donating R substituents, but the binding parameter K-eq is invariant as a function of ligand electronic properties. Density functional calculations provide atomic-level detail for the structures of key reaction intermediates and their associated thermochemistries.