benzylamine-N,N-bis(2-methylene-4,6-di-tert-amylphenol) | 1033003-02-9

• 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: benzylamine-N,N-bis(2-methylene-4,6-di-tert-amylphenol)
• 英文别名: benzylamino-N,N-bis(2-methylene-4,6-di-tert-amylphenol)；benzylamino-N,N-bis(2-methylene-4,6-di-tertamylphenol)；H₂[O₂N]^AmAmBn；2-[[Benzyl-[[2-hydroxy-3,5-bis(2-methylbutan-2-yl)phenyl]methyl]amino]methyl]-4,6-bis(2-methylbutan-2-yl)phenol；2-[[benzyl-[[2-hydroxy-3,5-bis(2-methylbutan-2-yl)phenyl]methyl]amino]methyl]-4,6-bis(2-methylbutan-2-yl)phenol
• CAS: 1033003-02-9
• 化学式: C₄₁H₆₁NO₂
• 分子量: 599.941
• InChiKey: MHOBAFZIGHTHIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.9
• 重原子数：
  44
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  43.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzylamine-N,N-bis(2-methylene-4,6-di-tert-amylphenol) 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  [EN] IRON BISPHENOLATE COMPLEXES AND METHODS OF USE AND SYNTHESIS THEREOF
  [FR] COMPLEXES BISPHÉNOLATES DE FER ET LEURS PROCÉDÉS D'UTILISATION ET DE SYNTHÈSE

  摘要：

  本申请涉及铁双酚酸酯配合物及其使用和合成方法。这些铁配合物是从三齿或四齿配体的化学式I制备而成的：其中R1和R2如本文所定义。还提供了使用铁双酚酸酯配合物作为催化剂进行交叉偶联反应和控制自由基聚合的方法和过程。

  公开号：

  WO2013053046A1
• 作为产物：
  描述：

  聚合甲醛 、 2,4-二叔戊基苯酚 、 苄胺 以 水 为溶剂， 反应 12.0h， 以76%的产率得到benzylamine-N,N-bis(2-methylene-4,6-di-tert-amylphenol)
  参考文献：
  名称：

  铁（III）胺-双（酚盐）配合物催化的苄基卤化物与芳基格氏试剂的偶联

  摘要：

  在碱的存在下，苄基氨基-N，N-双（2-亚甲基-4,6-二叔戊基苯酚），H 2 L1与无水氯化铁反应，生成FeCl（THF）L1（1）。在固态下，配合物1以具有扭曲的三角双锥体几何形状的单体铁（III）形式存在。综合大楼1是一种空气稳定，不吸湿的单组分催化剂，用于芳基格氏试剂与苄基卤化物（包括氯化物）的C–C交叉偶联。在室温下，在乙醚中可以得到中等到良好的交联产物收率。初步研究包括在苄基底物和芳基格氏试剂上筛选给电子基团和吸电子基团。

  DOI：

  10.1016/j.jorganchem.2013.03.034

文献信息

• Accelerated syntheses of amine-bis(phenol) ligands in polyethylene glycol or “on water” under microwave irradiation
  作者：Francesca M Kerton、Stacey Holloway、Angela Power、R Graeme Soper、Kristina Sheridan、Jason M Lynam、Adrian C Whitwood、Charlotte E Willans

  DOI：10.1139/v08-043

  日期：2008.5.1

  Pure amine-bis(phenol) ligands are readily accessible in high yield, often >90%, when the Mannich condensation reactions are performed “on water” or in poly(ethyleneglycol) (PEG). Microwave-assisted synthesis dramatically reduces the time and energy required to prepare these molecules, typically from 24 h to 5 min. The approach seems to be widely applicable (7 amines and 5 phenols were tested to yield a diverse set of bis(phenol) ligands). Significant improvements in yield were observed for ligands derived from di-tert-amyl and di-tert-butyl phenols, possibly resulting from a hydrophobic effect. Single crystal X-ray diffraction data for the ligand derived from p-cresol and N,N′-dimethylethylenediamine is reported.Key words: amine-phenol, Mannich condensation, on water, microwave, ligand, high-throughput.

  当曼尼希缩合反应在 "水上 "或聚（乙二醇）（PEG）中进行时，很容易获得纯胺-双（酚）配体，而且收率很高，通常可达 90%。微波辅助合成大大减少了制备这些分子所需的时间和能量，通常可从 24 小时缩短到 5 分钟。这种方法似乎具有广泛的适用性（对 7 种胺和 5 种酚进行了测试，得到了多种双（酚）配体）。从二叔戊基苯酚和二叔丁基苯酚衍生出的配体的产率显著提高，这可能是疏水效应的结果。报告了由对甲酚和 N,N′-二甲基乙二胺衍生的配体的单晶 X 射线衍射数据。 关键词：胺-酚、曼尼希缩合、水、微波、配体、高通量。
• Ring-opening polymerization of cyclic esters with lithium amine-bis(phenolate) complexes
  作者：Rebecca K. Dean、Amy M. Reckling、Hua Chen、Louise N. Dawe、Celine M. Schneider、Christopher M. Kozak

  DOI：10.1039/c2dt32682e

  日期：——

  Lithium compounds of tetradentate amino-bis(phenolato)-tetrahydrofuranyl ligands, Li2[L1] (1) and Li2[L2] (2) (where [L1] = 2-tetrahydrofuranyl-N,N-bis(2-methylene-4-methyl-6-tert-butylphenolate), and [L2] = 2-tetrahydrofuranyl-N,N-bis(2-methylene-4,6-tert-butylphenolate)) were characterized by multinuclear solution NMR and solid-state 6Li and 7Li NMR spectroscopy. The proligands, n-propylamino-N,N-bis(2-methylene-4-methyl-6-tert-butylphenol), (H2[L3]) and benzylamino-N,N-bis(2-methylene-4,6-di-tert-amylphenol), H2[L4] were reacted with n-butyllithium in THF to give the related dilithium compounds Li2[L3] (4) and Li2[L4] (5), respectively. The pyridine adduct of 1, (py)2Li2[L1] (3) and complexes 4 and 5 have been structurally characterized by single-crystal X-ray diffraction and NMR spectroscopy. The reactivity of these complexes for the ring-opening polymerization of rac-lactide, as well as the influences of monomer concentration, monomer/Li molar ratio, polymerization temperature and time, were studied.

  四价氨基双(苯酚)-四氢呋喃配体锂化合物 Li2[L1] (1) 和 Li2[L2] (2)（其中 [L1] = 2-四氢呋喃基-N,N-双(2-亚甲基-4-甲基-6-叔丁基苯酚)、和 [L2] = 2-四氢呋喃基-N,N-双(2-亚甲基-4,6-叔丁基苯酚)）的特征通过多核溶液核磁共振以及固态 6Li 和 7Li 核磁共振光谱进行了表征。正丙基氨基-N,N-双（2-亚甲基-4-甲基-6-叔丁基苯酚）（H2[L3]）和苄基氨基-N,N-双（2-亚甲基-4,6-二叔戊基苯酚）H2[L4]在四氢呋喃中与正丁基锂反应，分别得到相关的二锂化合物 Li2[L3] (4) 和 Li2[L4] (5)。1 的吡啶加合物 (py)2Li2[L1] (3) 以及配合物 4 和 5 已通过单晶 X 射线衍射和核磁共振光谱进行了结构表征。研究了这些配合物在 rac-lactide 开环聚合反应中的活性，以及单体浓度、单体/Li 摩尔比、聚合温度和时间的影响。
• Chromium(<scp>iii</scp>) amine-bis(phenolate) complexes as catalysts for copolymerization of cyclohexene oxide and CO₂
  作者：Hua Chen、Louise N. Dawe、Christopher M. Kozak

  DOI：10.1039/c3cy01002c

  日期：——

  Chromium complexes of tri- and tetradentate amine-bis(phenolate) ligands in combination with chloride, azide or DMAP nucleophiles are effective catalysts for the copolymerization of CO₂ with cyclohexene oxide to give polycarbonates.

  三/四牙胺基-双(酚酞)配体的铬络合物与氯化物、叠氮化物或DMAP亲核试剂的组合是CO₂与环己氧化物共聚合的有效催化剂，可以得到聚碳酸酯。
• IRON BISPHENOLATE COMPLEXES AND METHODS OF USE AND SYNTHESIS THEREOF
  申请人：UNIVERSITY OF PRINCE EDWARD ISLAND

  公开号：US20140303333A1

  公开（公告）日：2014-10-09

  The present application, relates to iron bisphenolate complexes and methods of use and synthesis thereof. The iron complexes are prepared from tridentate or tetradentate ligands of Formula I: wherein R 1 and R 2 are as defined herein. Also provided are methods and processes of using the iron bisphenolate complexes as catalysts in cross-coupling reactions and in controlled radical polymerizations.
• [EN] IRON BISPHENOLATE COMPLEXES AND METHODS OF USE AND SYNTHESIS THEREOF<br/>[FR] COMPLEXES BISPHÉNOLATES DE FER ET LEURS PROCÉDÉS D'UTILISATION ET DE SYNTHÈSE
  申请人：UNIV PRINCE EDWARD ISLAND

  公开号：WO2013053046A1

  公开（公告）日：2013-04-18

  The present application, relates to iron bisphenolate complexes and methods of use and synthesis thereof. The iron complexes are prepared from tridentate or tetradentate ligands of Formula I: wherein R1 and R2 are as defined herein. Also provided are methods and processes of using the iron bisphenolate complexes as catalysts in cross-coupling reactions and in controlled radical polymerizations.

  本申请涉及铁双酚酸酯配合物及其使用和合成方法。这些铁配合物是从三齿或四齿配体的化学式I制备而成的：其中R1和R2如本文所定义。还提供了使用铁双酚酸酯配合物作为催化剂进行交叉偶联反应和控制自由基聚合的方法和过程。