2-(((2,6-diisopropylphenyl)amino)methyl)quinolin-8-ol | 1369420-91-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(((2,6-diisopropylphenyl)amino)methyl)quinolin-8-ol
• 英文别名: 2-[[2,6-Di(propan-2-yl)anilino]methyl]quinolin-8-ol；2-[[2,6-di(propan-2-yl)anilino]methyl]quinolin-8-ol
• CAS: 1369420-91-6
• 化学式: C₂₂H₂₆N₂O
• 分子量: 334.461
• InChiKey: BNJWIBFRQXDDQA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(((2,6-diisopropylphenyl)amino)methyl)quinolin-8-ol 在 nickel-aluminum alloy 、 potassium hydroxide 作用下， 以 甲醇 为溶剂， 反应 4.33h， 以2.04 g的产率得到2-{[(2,6-diisopropylphenyl)amino]methyl}-1,2,3,4-tetrahydroquinolin-8-ol
  参考文献：
  名称：

  带有部分饱和IzQO配体的甲基钯配合物的合成和反应性

  摘要：

  合成并表征了饱和的N-杂环卡宾-酚盐双齿配体3,3a，4,5-四氢咪唑并[1,5 - a ]喹啉-9-油酸酯-1-亚烷基（SIzQO）。所述配体SIzQO然后用PdClMe（吡啶）处理2和[钯（μ-Cl）的我（2,6-二甲基吡啶）] 2，得到Ç，Ç -顺式- （SIzQO）PDME（吡啶）和热力学不稳定反式异构体ç，ç -反式- （SIzQO）PDME（2,6-二甲基吡啶），分别。后者在40°C异构化为相应的顺式异构体通过解离机制。这些钯/ SIzQO配合物可在100-120°C的温度下催化乙烯的聚合，尽管催化活性低于先前报道的钯/咪唑并[1,5- a ]喹啉-9-油酸酯-1-亚烷基（IzQO ） 系统。

  DOI：

  10.1021/acs.organomet.8b00263
• 作为产物：
  描述：

  8-羟基喹哪啶 在 selenium(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 1,4-二氧六环 、 乙醚 、 乙醇 、 水 为溶剂， 反应 28.0h， 生成 2-(((2,6-diisopropylphenyl)amino)methyl)quinolin-8-ol
  参考文献：
  名称：

  Syntheses, Characterization, and Ethylene Polymerization of Titanium Complexes with Double-Duty Tridentate [ONN] Ligands

  摘要：

  A series of titanium complexes containing the tridentate [CNN] ligands La-Lf were synthesized and characterized. The ligands Lb (8-quinolinolato-CH2NHAr; Ar = 2,6-dasopropylphenyl) has been prepared by the reduction of the corresponding imino-quinolinol compound La (8-quinolinolato-CH=NAr; Ar = 2,6-diisopropylphenyl) with LiAlH4 in high yield. Ligands Lc-Lf were synthesized by a procedure similar to that used to prepare ligand Lb. Reaction of TiCl4 with imino-quinolinol ligand La affords the six-coordinate trichloride titanium complex 1. The selective synthesis of tri- and dichlorotitanium complexes containing ligand Lb was achieved by changing the base for deprotonation. When it is deprotonated by NaH, ligand Lb can be used as a tridentate monoanionic ligand to synthesize trichlorotitanium complex 2. While deprotonated by ''BuLi, it can be used as a tridentate dianionic ligand to synthesize dichlorotitanium complex 3. Other dichlorotitanium complexes 4-7 were synthesized by a procedure similar to that used to prepare complex 3. All complexes have been characterized by H-1 NMR spectra and elemental analysis. The molecular structures of ligand Lb and complex 1 have been characterized by single-crystal X-ray diffraction analyses. XANES and EXAFS spectroscopy performed on the representative complexes 2 and 3 reveals the different coordination geometries. When they are activated by excess methylaluminoxane (MAO), all of the titanium complexes can be used as catalysts for ethylene polymerization and exhibit moderate to good activities. It was found that the catalytic behaviors of the title complexes were highly affected by the coordination entironment of the metal center and the effect of substituent groups on ligands.

  DOI：

  10.1021/om300091e

文献信息

• Syntheses, Characterization, and Ethylene Polymerization of Titanium Complexes with Double-Duty Tridentate [ONN] Ligands
  作者：Ping Hu、Ya-Lin Qiao、Jian-Qiang Wang、Guo-Xin Jin

  DOI：10.1021/om300091e

  日期：2012.4.23

  A series of titanium complexes containing the tridentate [CNN] ligands La-Lf were synthesized and characterized. The ligands Lb (8-quinolinolato-CH2NHAr; Ar = 2,6-dasopropylphenyl) has been prepared by the reduction of the corresponding imino-quinolinol compound La (8-quinolinolato-CH=NAr; Ar = 2,6-diisopropylphenyl) with LiAlH4 in high yield. Ligands Lc-Lf were synthesized by a procedure similar to that used to prepare ligand Lb. Reaction of TiCl4 with imino-quinolinol ligand La affords the six-coordinate trichloride titanium complex 1. The selective synthesis of tri- and dichlorotitanium complexes containing ligand Lb was achieved by changing the base for deprotonation. When it is deprotonated by NaH, ligand Lb can be used as a tridentate monoanionic ligand to synthesize trichlorotitanium complex 2. While deprotonated by ''BuLi, it can be used as a tridentate dianionic ligand to synthesize dichlorotitanium complex 3. Other dichlorotitanium complexes 4-7 were synthesized by a procedure similar to that used to prepare complex 3. All complexes have been characterized by H-1 NMR spectra and elemental analysis. The molecular structures of ligand Lb and complex 1 have been characterized by single-crystal X-ray diffraction analyses. XANES and EXAFS spectroscopy performed on the representative complexes 2 and 3 reveals the different coordination geometries. When they are activated by excess methylaluminoxane (MAO), all of the titanium complexes can be used as catalysts for ethylene polymerization and exhibit moderate to good activities. It was found that the catalytic behaviors of the title complexes were highly affected by the coordination entironment of the metal center and the effect of substituent groups on ligands.
• Synthesis and Reactivity of Methylpalladium Complexes Bearing a Partially Saturated IzQO Ligand
  作者：Shumpei Akita、Ryo Nakano、Shingo Ito、Kyoko Nozaki

  DOI：10.1021/acs.organomet.8b00263

  日期：2018.7.23

  A saturated N-heterocyclic carbene–phenolate bidentate ligand, 3,3a,4,5-tetrahydroimidazo[1,5-a]quinolin-9-olate-1-ylidene (SIzQO), was synthesized and characterized. The SIzQO ligand was then treated with PdClMe(pyridine)2 and [Pd(μ-Cl)Me(2,6-lutidine)]2, which afforded C,C-cis-(SIzQO)PdMe(pyridine) and the thermodynamically unstable trans isomer C,C-trans-(SIzQO)PdMe(2,6-lutidine), respectively.

  合成并表征了饱和的N-杂环卡宾-酚盐双齿配体3,3a，4,5-四氢咪唑并[1,5 - a ]喹啉-9-油酸酯-1-亚烷基（SIzQO）。所述配体SIzQO然后用PdClMe（吡啶）处理2和[钯（μ-Cl）的我（2,6-二甲基吡啶）] 2，得到Ç，Ç -顺式- （SIzQO）PDME（吡啶）和热力学不稳定反式异构体ç，ç -反式- （SIzQO）PDME（2,6-二甲基吡啶），分别。后者在40°C异构化为相应的顺式异构体通过解离机制。这些钯/ SIzQO配合物可在100-120°C的温度下催化乙烯的聚合，尽管催化活性低于先前报道的钯/咪唑并[1,5- a ]喹啉-9-油酸酯-1-亚烷基（IzQO ） 系统。