2-tBu-6-(tBuN=CH)C6H3OH | 215033-52-6

• 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-tBu-6-(tBuN=CH)C6H3OH
• 英文别名: 2-Tert-butyl-6-(tert-butyliminomethyl)phenol；2-tert-butyl-6-(tert-butyliminomethyl)phenol
• CAS: 215033-52-6
• 化学式: C₁₅H₂₃NO
• 分子量: 233.354
• InChiKey: FUCDGWPJAZQYQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  {CpCrCl2(THF)} 、 2-tBu-6-(tBuN=CH)C6H3OH 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 13.0h， 生成
  参考文献：
  名称：

  Further studies on the effects of substituents at the Cp and salicyladiminato ligands of half-sandwich chromium(III) complexes on their catalytic properties for ethylene polymerization

  摘要：

  A series of new half-sandwich chromium(III) complexes Cp'[2-R-1-6-(CH=NR2)C6H2O] CrCl [R-1 = Pr-i (1), Bu-t (2, 3, 4, 5); R-2 = Pr-i (2, 4, 5), Bu-t (1, 3); Cp' = C5H5(1, 2, 3), C5H2Ph3 (4), C5Me4Ph(5)] were synthesized from the reactions of Cp'CrCl2(THF) with corresponding salicyladiminato lithium. All complexes were characterized by elemental analyses and the structures of complexes 1, 2, 3 and 5 were determined by X-ray diffraction analysis. These complexes show moderate catalytic activities for ethylene polymerization upon activation with a relatively small amounts of AlMe3 or AlEt3, producing high molecular weight polyethylene in the form of spherical particles. Under similar conditions, the catalytic activity of complexes carrying a same salicylaldiminato ligand changes with the cyclopentadienyl ligand in the order Me5Cp > Me4PhCp > 1,2,4-Ph3Cp > Cp. The catalytic activity of these catalysts is also affected significantly by the AlR3 cocatalyst in the order AlMe3 > AlEt3. (C) 2014 Published by Elsevier B.V.

  DOI：

  10.1016/j.jorganchem.2014.12.020
• 作为产物：
  描述：

  2-叔丁基苯酚 在 magnesium sulfate 、 三乙胺 、 magnesium chloride 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 生成 2-tBu-6-(tBuN=CH)C6H3OH
  参考文献：
  名称：

  Large ultra-high molecular weight polyethylene spherical particles produced by AlR3 activated half-sandwich chromium(iii) catalysts

  摘要：

  合成了一系列半夹心的五甲基环戊二烯铬(III)配合物，该配合物具有水杨醛亚胺配体，Cp*[2-R1-4-R2-6-(CHNR3)C6H2O]CrCl [R1 = iPr (1, 4), tBu (2, 3, 5), Ad (6); R2 = H (1, 2, 3), tBu (4, 5, 6); R3 = iPr (1, 2, 5, 6), tBu (3, 4)]。所有配合物均通过元素分析进行表征，配合物1–4和6的结构通过X射线衍射分析确定。这些配合物采用伪八面体配位环境，具有三脚钢琴凳几何结构。在激活AlR3少量的情况下，配合物1–6均能以近生的方式催化乙烯聚合，在温和条件下表现出良好至高的催化活性，产生直径为1–6毫米的超高分子量聚乙烯球形颗粒。通过改变R1、R2、R3基团以及AlR3助催化剂，可以在宽范围内调节这些配合物的催化活性和所生成聚乙烯的分子量。发现配合物6（R1 = Ad, R2 = tBu, R3 = iPr）具有最高的催化活性，并生成具有最高分子量的聚乙烯。

  DOI：

  10.1039/c1dt10659g

文献信息

• Synthesis of Al complexes containing phenoxy-imine ligands and their use as the catalyst precursors for efficient living ring-opening polymerisation of ε-caprolactone
  作者：Jingyu Liu、Naruhito Iwasa、Kotohiro Nomura

  DOI：10.1039/b801561a

  日期：——

  Al complexes containing phenoxy-imine ligands of type, Me2Al[O-2-R1-6-(R2NCH)C6H3] [R1 = Me, R2 = 2,6-iPr2C6H3 (1a), tBu (1b); R1 = tBu, R2 = 2,6-iPr2C6H3 (2a), tBu (2b), cyclohexyl (2c), adamantyl (2d), C6H5 (2e), 2,6-Me2C6H3 (2f), C6F5 (2g)] have been prepared in high yields from AlMe3 by treating with 1.0 equiv. of 2-R1-6-(R2NCH)C6H3OH in n-hexane. Structures for 1a, 1b, 2a–e and 2g were determined by X-ray crystallography, and these complexes have a distorted tetrahedral geometry around Al; both the Al–O and the Al–N bond distances were influenced by substituents in both the aryloxo and the imino groups. Me2Al[μ2-O-2-(R2NCH)C6H4](AlMe3) [R2 = 2,6-iPr2C6H3 (3a), tBu (3b)] were prepared exclusively by reaction of AlMe3 with 2-(R2NCH)C6H4OH, and these complexes form a distorted tetrahedral geometry around each Al centre with additional AlMe3 coordinating to the oxygen in the phenoxy-imine ligand. Complexes 1a, 1b and 2a–g were tested as catalyst precursors for ring-opening polymerisation (ROP) of ε-caprolactone (CL) in the presence of nBuOH (1.0 equiv. to Al), and their catalytic activities were strongly influenced by the imino substituent (R2). The efficient ROP has been achieved using the C6F5 analogue (2g), with the ROP taking place in a living manner.

  含有苯氧亚胺配体类型的 Al 配合物 Me2Al[O-2-R1-6-(R2NCH)C6H3] [R1 = Me, R2 = 2,6-iPr2C6H3 (1a), tBu (1b); R1 = tBu, R2 = 2,6-iPr2C6H3 (2a), tBu (2b), cyclohexyl (2c), adamantyl (2d), C6H5 (2e), 2,6-Me2C6H3 (2f), C6F5 (2g)],通过在 n-己烷中用 1.0 当量的 2-R1-6-(R2NCH)C6H3OH 处理 AlMe3 高产率地制备。通过 X 射线晶体学确定了 1a, 1b, 2a–e 和 2g 的结构, 这些配合物在 Al 周围具有扭曲的四面体几何结构; Al–O 和 Al–N 键距离都受到 aryloxo 和 imino 基团中取代基的影响。 Me2Al[μ2-O-2-(R2NCH)C6H4](AlMe3) [R2 = 2,6-iPr2C6H3 (3a), tBu (3b)], 通过 AlMe3 与 2-(R2NCH)C6H4OH 的反应独有地制备, 这些配合物在每个 Al 中心周围形成扭曲的四面体几何结构, 并额外有 AlMe3 与苯氧亚胺配体中的氧配位。 1a, 1b 和 2a–g 被测试为环开聚合 (ROP) 的催化剂前体, 在 nBuOH (相对于 Al 为 1.0 当量) 存在下进行 ε-己内酯 (CL) 的 ROP, 其催化活性强烈受到 imino 取代基 (R2) 的影响。使用 C6F5 类似物 (2g) 实现了高效的 ROP, 其中 ROP 以活性方式进行。
• [EN] PROCESS FOR PREPARATION OF AMINO ALCOHOLS<br/>[FR] PROCÉDÉ DE PRÉPARATION D'ALCOOLS AMINÉS
  申请人：BASF SE

  公开号：WO2020010055A1

  公开（公告）日：2020-01-09

  A process for the preparation of amino alcohols includes condensing a compound of Formula (II), a stereoisomer, a tautomer, or a salt thereof with a compound of Formula (IlIa) or Formula (Illb), a stereoisomer, a tautomer, or a salt thereof to form a condensation product; hydroxylating or acyloxylating the condensation product in the presence of an oxidant to obtain a hydroxylation or acyloxylation product; and subjecting the hydroxylation or acyloxylation product to one or more subsequent reactions comprising a hydrolysis reaction, alcohol deprotection, an amino lysis reaction, or a combination of two or more thereof to obtain an amino alcohol of Formula (I).

  一种制备氨基醇的过程包括将式（II）的化合物，立体异构体，互变异构体或其盐与式（IIIa）或式（IIIb）的化合物，立体异构体，互变异构体或其盐缩合形成缩合产物；在氧化剂存在下，对缩合产物进行羟基化或酰氧化处理以获得羟基化或酰氧化产物；并将羟基化或酰氧化产物进行一种或多种后续反应，包括水解反应，醇去保护，氨解离反应，或两种或两种以上的组合，以获得式（I）的氨基醇。
• Synthesis of Half-Titanocenes Containing Phenoxy-imine Ligands and Their Use as Catalysts for Olefin Polymerization
  作者：Hao Zhang、Shohei Katao、Kotohiro Nomura、Jiling Huang

  DOI：10.1021/om700660b

  日期：2007.11.1

  the phenoxy-imine ligand was not coordinated to Ti in all cases; the bond angles for Ti−O−C(Ph) were affected by substituents in both cyclopentadienyl and phenoxy-imine ligands. The catalytic activities for ethylene polymerization and syndiospecific styrene polymerization using 1−7−MAO catalyst systems were highly affected by the substituents in both cyclopentadienyl and phenoxy-imine ligands; the

  各种含有Cp'TiCl 2 [O-2-R 1 -6-（R 2 N CH）C 6 H 3 ]型苯氧基亚胺配体的半钛茂金属[Cp'= Cp *（C 5 Me 5）和R 1，R 2 = Me，2,6- iPr 2 C 6 H 3（1）；Pr 2 C 6 H 3（1）。Ť卜2,6-我Pr 2 C 6 H 3（2）; 我，t卜（3）; Ť卜，Ť卜（4）; Cp'= 1,2,4-Me 3 C 5 H 2和R 1，R 2 = Me，2,6- iPr 2 C 6 H 3（5）；Pr 2 C 6 H 3（5）。Cp'= Cp和R 1，R 2 = Me，2,6- iPr 2 C 6 H 3（6）；Pr 2 C 6 H 3（6）。我，tBu（7）]是通过Cp'TiCl 3与LiO-2-R 1 -6-（R 2 N CH）C 6 H 3反应制得的，而LiO-2-R 1 -6-（R 2 N CH）C 6 H 3是通过用n
• Large ultra-high molecular weight polyethylene spherical particles produced by AlR3 activated half-sandwich chromium(iii) catalysts
  作者：Mingtai Sun、Tieqi Xu、Wei Gao、Yang Liu、Qiaolin Wu、Ying Mu、Ling Ye

  DOI：10.1039/c1dt10659g

  日期：——

  A series of half-sandwich pentamethylcyclopentadienyl chromium(III) complexes bearing a salicylaldiminato ligand, Cp*[2-R1-4-R2-6-(CHNR3)C6H2O]CrCl [R1 = iPr (1, 4), tBu (2, 3, 5), Ad (6); R2 = H (1, 2, 3), tBu (4, 5, 6); R3 = iPr (1, 2, 5, 6), tBu (3, 4)], were synthesized. All complexes were characterized by elemental analyses and the structures of complexes 1–4 and 6 were determined by X-ray diffraction analysis. These complexes adopt a pseudo-octahedral coordination environment with a three-legged piano stool geometry. Upon activation with a small amount of AlR3, complexes 1–6 all catalyze the polymerization of ethylene in a quasi living fashion with good to high catalytic activity under mild conditions and produce ultra-high molecular weight polyethylene as spherical particles with a diameter of 1–6 mm. The catalytic activity of these complexes and the molecular weight of the produced polyethylene can be tuned in a broad range by changing the R1, R2, and R3groups as well as the AlR3 cocatalyst. It was found that complex 6 with R1 = Ad, R2 = tBu, and R3 = iPr shows the highest catalytic activity and produces polyethylene with the highest molecular weight.

  合成了一系列半夹心的五甲基环戊二烯铬(III)配合物，该配合物具有水杨醛亚胺配体，Cp*[2-R1-4-R2-6-(CHNR3)C6H2O]CrCl [R1 = iPr (1, 4), tBu (2, 3, 5), Ad (6); R2 = H (1, 2, 3), tBu (4, 5, 6); R3 = iPr (1, 2, 5, 6), tBu (3, 4)]。所有配合物均通过元素分析进行表征，配合物1–4和6的结构通过X射线衍射分析确定。这些配合物采用伪八面体配位环境，具有三脚钢琴凳几何结构。在激活AlR3少量的情况下，配合物1–6均能以近生的方式催化乙烯聚合，在温和条件下表现出良好至高的催化活性，产生直径为1–6毫米的超高分子量聚乙烯球形颗粒。通过改变R1、R2、R3基团以及AlR3助催化剂，可以在宽范围内调节这些配合物的催化活性和所生成聚乙烯的分子量。发现配合物6（R1 = Ad, R2 = tBu, R3 = iPr）具有最高的催化活性，并生成具有最高分子量的聚乙烯。
• Further studies on the effects of substituents at the Cp and salicyladiminato ligands of half-sandwich chromium(III) complexes on their catalytic properties for ethylene polymerization
  作者：Mingtai Sun、Qiaolin Wu、Wei Gao、Ying Mu

  DOI：10.1016/j.jorganchem.2014.12.020

  日期：2015.3

  A series of new half-sandwich chromium(III) complexes Cp'[2-R-1-6-(CH=NR2)C6H2O] CrCl [R-1 = Pr-i (1), Bu-t (2, 3, 4, 5); R-2 = Pr-i (2, 4, 5), Bu-t (1, 3); Cp' = C5H5(1, 2, 3), C5H2Ph3 (4), C5Me4Ph(5)] were synthesized from the reactions of Cp'CrCl2(THF) with corresponding salicyladiminato lithium. All complexes were characterized by elemental analyses and the structures of complexes 1, 2, 3 and 5 were determined by X-ray diffraction analysis. These complexes show moderate catalytic activities for ethylene polymerization upon activation with a relatively small amounts of AlMe3 or AlEt3, producing high molecular weight polyethylene in the form of spherical particles. Under similar conditions, the catalytic activity of complexes carrying a same salicylaldiminato ligand changes with the cyclopentadienyl ligand in the order Me5Cp > Me4PhCp > 1,2,4-Ph3Cp > Cp. The catalytic activity of these catalysts is also affected significantly by the AlR3 cocatalyst in the order AlMe3 > AlEt3. (C) 2014 Published by Elsevier B.V.