2,2'-(1,2-ethanediyldiimino)-4,4'-ditert-butylbisphenol | 5253-46-3

• 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'-(1,2-ethanediyldiimino)-4,4'-ditert-butylbisphenol
• 英文别名: 2,2'-(1,2-ethanediamine)-4,4'-di-tert-butylbisphenol；4-Tert-butyl-2-[2-(5-tert-butyl-2-hydroxyanilino)ethylamino]phenol
• CAS: 5253-46-3
• 化学式: C₂₂H₃₂N₂O₂
• 分子量: 356.508
• InChiKey: QFTMQRBZBQKPJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  64.5
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-(1,2-ethanediyldiimino)-4,4'-ditert-butylbisphenol 、 苯硼酸 以 邻二甲苯 为溶剂， 以55%的产率得到N,N'-[1,2-ethane-bis[2-phenyl-(8-tert-butylbenzoxazaborolidine)]]
  参考文献：
  名称：

  Bisoxazaborolidines and boron complexes derived from tetradentate ligands: synthesis and spectroscopic studies

  摘要：

  A series of tetradentate ligands were synthesized and their reaction with arylboronic acids was studied. Two classes of tetradentate ligands are discussed, which are mainly based on ONNO and ONOO donor sets and involve 2-aminophenol derivatives and Schiff bases. The reaction of phenylboronic acid with tetradentate ligands derived from 2-aminophenol leads to bisoxazaborolidines containing five-membered rings formed by CCNBO atoms, where the boron atoms have a trigonal geometry. In contrast, tetradentate ligands derived from Schiff bases lead to monomeric and dimeric boron complexes, in which the boron atoms have a tetrahedral geometry stabilized by an intramolecular N-B dative bond. The structures of two boron compounds were established by X-ray diffraction analysis. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2004.02.018
• 作为产物：
  描述：

  2-氨基-4-叔丁基酚 在 硼烷 作用下， 以 四氢呋喃 、 乙醇 、 苯 为溶剂， 反应 16.0h， 生成 2,2'-(1,2-ethanediyldiimino)-4,4'-ditert-butylbisphenol
  参考文献：
  名称：

  由2,2'-（1,2-乙二基二亚氨基）双酚轻松合成1,3,6-氧杂二氮杂卓

  摘要：

  描述了用于合成包括恶二氮杂环的各种杂环系统的有用的反应序列。关键步骤涉及取代的2,2'-（1,2-乙二基二亚氨基）双酚与乙二醛的缩合反应，以立体选择性地提供6a，7a-trans-6,6a，7a，8,15,16-六氢[1,4] X射线衍射确定的]苯并恶嗪[4'，3'：6,7] [1,3,6]恶二氮杂环庚烷[2,3- c ] [1,4]-苯并恶嗪-6,8-二醇骨架分析。

  DOI：

  10.1016/s0040-4020(00)00984-4

文献信息

• 13C NMR spectral assignment of 1,4-diarylpiperazinones
  作者：Arturo Abreu、Ma. Eugenia Ochoa、Norberto Farfán、Rosa Santillan

  DOI：10.1002/mrc.1717

  日期：2006.1

  describes the preparation of a series of new 1,4‐diarylsubstituted‐2‐piperazinones by condensation of substituted N,N′‐bis‐(2‐hydroxyphenyl)‐ethylenediamines with glyoxal and the complete 13C NMR spectral assignment accomplished using APT, HMQC and HMBC techniques. Substituent chemical‐shift effects (SCS) were calculated, which showed different values for the lactam‐ and amine‐substituted aromatic rings

  哌嗪酮衍生物在医药、高分子和纺织领域具有潜在的应用价值。本工作描述了通过取代的 N,N'-双-(2-羟基苯基)-乙二胺与乙二醛缩合制备一系列新的 1,4-二芳基取代-2-哌嗪酮，并使用 APT 完成了完整的 13C NMR 光谱分配, HMQC 和 HMBC 技术。计算了取代基化学位移效应（SCS），表明内酰胺和胺取代的芳环具有不同的值。结果表明，由于电子和空间效应，基于 SCS 效应的预测对于这些分子并不简单。此外，在邻位取代衍生物 2 g 的情况下，NMR 光谱揭示了与苯基旋转受限（阻转异构）相关的动态行为。
• Facile synthesis of 1,3,6-oxadiazepines from 2,2′-(1,2-ethanediyldiimino)bisphenols
  作者：Ma.Eugenia Ochoa、Susana Rojas-Lima、Herbert Höpfl、Patricia Rodrı́guez、Dolores Castillo、Norberto Farfán、Rosa Santillan

  DOI：10.1016/s0040-4020(00)00984-4

  日期：2001.1

  A useful sequence of reactions for the syntheses of a variety of heterocyclic systems including an oxadiazepine ring is described. The key step involves the condensation of substituted 2,2′-(1,2-ethanediyldiimino)bisphenols with ethanedial to provide stereoselectively the 6a,7a-trans-6,6a,7a,8,15,16-hexahydro[1,4]benzoxazine[4′,3′:6,7][1,3,6]oxadiazepino[2,3-c][1,4]-benzoxazine-6,8-diol framework,

  描述了用于合成包括恶二氮杂环的各种杂环系统的有用的反应序列。关键步骤涉及取代的2,2'-（1,2-乙二基二亚氨基）双酚与乙二醛的缩合反应，以立体选择性地提供6a，7a-trans-6,6a，7a，8,15,16-六氢[1,4] X射线衍射确定的]苯并恶嗪[4'，3'：6,7] [1,3,6]恶二氮杂环庚烷[2,3- c ] [1,4]-苯并恶嗪-6,8-二醇骨架分析。
• Bisoxazaborolidines and boron complexes derived from tetradentate ligands: synthesis and spectroscopic studies
  作者：Victor Barba、Alejandro Rodrı́guez、Ma Eugenia Ochoa、Rosa Santillan、Norberto Farfán

  DOI：10.1016/j.ica.2004.02.018

  日期：2004.7

  A series of tetradentate ligands were synthesized and their reaction with arylboronic acids was studied. Two classes of tetradentate ligands are discussed, which are mainly based on ONNO and ONOO donor sets and involve 2-aminophenol derivatives and Schiff bases. The reaction of phenylboronic acid with tetradentate ligands derived from 2-aminophenol leads to bisoxazaborolidines containing five-membered rings formed by CCNBO atoms, where the boron atoms have a trigonal geometry. In contrast, tetradentate ligands derived from Schiff bases lead to monomeric and dimeric boron complexes, in which the boron atoms have a tetrahedral geometry stabilized by an intramolecular N-B dative bond. The structures of two boron compounds were established by X-ray diffraction analysis. (C) 2004 Elsevier B.V. All rights reserved.