2-((2,6-diisopropylphenylimino)methyl)quinolin-8-ol | 948300-19-4

• 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-diisopropylphenylimino)methyl)quinolin-8-ol
• 英文别名: 2-[[2,6-Di(propan-2-yl)phenyl]iminomethyl]quinolin-8-ol
• CAS: 948300-19-4
• 化学式: C₂₂H₂₄N₂O
• 分子量: 332.445
• InChiKey: RVEFZWOGOZOLLR-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：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-((2,6-diisopropylphenylimino)methyl)quinolin-8-ol 在 硼烷四氢呋喃络合物 作用下， 以 四氢呋喃 为溶剂， 反应 1.5h， 生成 2-(((2,6-diisopropylphenyl)amino)methyl)quinolin-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 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 27.0h， 生成 2-((2,6-diisopropylphenylimino)methyl)quinolin-8-ol
  参考文献：
  名称：

  带有8-羟基喹啉-亚胺配体的镍(II)络合物：醛和酮氢化硅烷化的合成和催化

  摘要：

  用8-羟基喹啉-亚胺配体 [2-(ArN=HC) -8 -OH]C 9 H 5 N (Ar = 2,6- i Pr 2 C 6 H 3 ) 处理 Ni(OAc) 2 ⋅4H 2 O , L1H ; Ar = 2,4,6-(Me) 3 C 6 H 2 , L2H ; Ar = 4-MeC 6 H 4 , L3H和 Ar = 4-ClC 6 H 4 , L4H ) 在回流 EtOH 中提供双重-配体配位镍络合物[L 2 Ni] 1 - 4， 分别。所有四种镍配合物均通过红外、元素分析和高分辨率质谱进行了表征。此外，通过X射线衍射分析证实了配合物3和4的分子结构。发现配合物1-4是以PhSiH 3作为氢源进行醛和酮的氢化硅烷化的有效催化剂。各种芳香族和脂肪族酮和醛被证明是这种催化性能的合适底物，能够以良好到优异的产率提供相应的醇。

  DOI：

  10.1016/j.molstruc.2023.136539

文献信息

• Methylaluminium 8-quinolinolates: synthesis, characterization and use in ring-opening polymerization (ROP) of ε-caprolactone
  作者：Wen-Hua Sun、Miao Shen、Wenjuan Zhang、Wei Huang、Shaofeng Liu、Carl Redshaw

  DOI：10.1039/c0dt01207f

  日期：——

  The stoichiometric reactions of 2-(2,6-R-phenylimino)quinolin-8-ol (L1–L5, L1: R = Me, L2: R = Et, L3: R = iPr, L4: R = Cl, L5: R = F) with Me3Al afforded the dimeric aluminium complexes [Me2AlL]2 (1–5) in good yields. By contrast, stoichiometric reactions of 2-(1-(2,6-R-phenylimino)propyl) quinolin-8-ol (L6–L10, L6: R = Me, L7: R = Et, L8: R = iPr, L9: R = Cl, L10: R = F)) with Me3Al gave the mononuclear aluminium complexes Me2AlL (6–10) accompanied with by-products of the form Me2AlL·Me3Al (11–15). All methylaluminium complexes were characterized by NMR spectroscopy, elemental analysis, and the molecular structures of complexes 3, 6 and 8 were determined by single-crystal X-ray diffraction. Aluminium compounds 1–5 possessed negligible activity towards the ring-opening polymerization of ε-caprolactone either in the presence or absence of BnOH. In contrast, in the presence of BnOH, the mononuclear aluminium compounds 6–10 could efficiently initiate the ring-opening polymerization of ε-caprolactone; the polymerization proceeded in a living manner.

  2-(2,6-R苯基亚氨基)喹啉-8-醇(L1~L5, L1: R = Me, L2: R = Et, L3: R = iPr, L4: R = Cl, L5: R = F)与Me3Al的化学计量反应以良好收率得到了二聚体铝配合物[Me2AlL]2 (1~5)。相比之下，2-(1-(2,6-R-苯基亚氨基)丙基)喹啉-8-醇(L6~L10, L6: R = Me, L7: R = Et, L8: R = iPr, L9: R = Cl, L10: R = F)与Me3Al的化学计量反应得到了单核铝配合物Me2AlL (6~10)，同时伴随着副产物Me2AlL·Me3Al (11~15)的生成。所有甲基铝配合物均通过NMR光谱、元素分析进行了表征，配合物3、6和8的分子结构由单晶X射线衍射确定。铝化合物1~5对ε-己内酯的开环聚合无论有无BnOH的存在均无活性。相反，在BnOH存在下，单核铝化合物6~10能高效引发ε-己内酯的开环聚合;聚合过程表现出生长方式。
• Polymerisation of ethylene and alpha-olefins with imino-quinolinol complexes
  申请人：TOTAL PETROCHEMICALS RESEARCH FELUY

  公开号：EP1832579A1

  公开（公告）日：2007-09-12

  The present invention discloses active oligomerisation or polymerisation catalyst systems based on imino-quinolinol complexes.

  本发明公开了基于亚胺喹啉醇配合物的活性寡聚或聚合催化剂系统。
• Heterometallic rare-earth metal complexes with imino-functionalized 8-hydroxyquinolyl ligands: synthesis, characterization and catalytic activity towards hydrophosphinylation of trans-β-nitroalkene
  作者：Qingbing Yuan、Shuangliu Zhou、Xiancui Zhu、Yun Wei、Shaowu Wang、Xiaolong Mu、Fangshi Yao、Guangchao Zhang、Zheng Chen

  DOI：10.1039/c5nj00409h

  日期：——

  e and the nitrogen atom of N(SiMe3)2. However, the treatment of rare-earth metal amides [(Me3Si)2N]3RE(μ-Cl)Li(THF)3 (RE = Sm, Er, Yb) with 2 equiv. of compound 1 gave different heterobimetallic rare-earth metal and lithium complexes 5–7 bridged by the oxygen atoms of 2-(2,6-diisopropylphenylimino)-8-hydroxyquinoline. Complex 6 can also be prepared by the treatment of 3 with 1 equiv. of 1. Complexes

  稀土金属酰胺[（Me 3 Si）2 N] 3 RE（μ-Cl）Li（THF）3的反应当量。2-（2，6-二异丙基苯基亚氨基）-8-羟基喹啉（1）得到不同的杂金属稀土金属配合物，并研究了所得配合物的催化活性。稀土金属酰胺[（Me 3 Si）2 N] 3 RE（μ-Cl）Li（THF）3（RE = Y，Er，Dy）与1当量的反应。化合物1可获得异双金属稀土金属和锂配合物2-4由2-（2,6-二异丙基苯基亚氨基）-8-羟基喹啉的氧原子与N（SiMe 3）2的氮原子桥接。但是，稀土金属酰胺[（Me 3 Si）2 N] 3 RE（μ-Cl）Li（THF）3（RE = Sm，Er，Yb）的处理当量为2当量。化合物1的化合物制得了由2-（2,6-二异丙基苯基亚氨基）-8-羟基喹啉的氧原子桥接的不同的杂双金属稀土金属和锂配合物5-7。配合物6也可以通过用1当量处理3来制备。的1。配合物2–7使用光谱法，元
• Ruthenium(II) 8-quinolinolates: Synthesis, characterization, crystal structure and catalysis in the synthesis of 2-oxazolines
  作者：P. Anitha、R. Manikandan、G. Prakash、B. Pachiyappan、P. Viswanathamurthi、J.G. Malecki

  DOI：10.1016/j.jorganchem.2015.06.005

  日期：2015.8

  New octahedral ruthenium(II) complexes (1-4) have been synthesized from the reaction of ruthenium( II) precursors [RuHCl(CO)(EPh3)(3)] (E - P or As) with the bidentate Schiff base ligands, 2-((2,6-dimethylphenylimino) methyl) quinolin-8-ol (L-1) and 2-((2,6-diisopropylphenylimino) methyl) quinolin-8-ol (L-2) in ethanol. These complexes have been characterized by elemental analyses, IR, UV-Vis, H-1, C-13 and P-31 NMR and ESI-Mass spectroscopy. The molecular structure of the complex [RuCl(CO)(PPh3)(2)(L-2)] (2) was determined by single-crystal X-ray diffraction, which reveals a distorted octahedral geometry around ruthenium(II) ion. The catalytic activity of the new complexes was evaluated for the condensation of nitriles with ethanolamine under solvent free conditions. The processes were operative with aromatic and heteroaromatic nitriles and tolerated several substitutional groups. The studies on the effect of substitution over ligands, coligands, reaction time, temperature and catalyst loading were carried out in order to find the best catalyst in this series of complexes and favorable reaction conditions. A probable mechanism for the catalytic condensation of nitrile has also been proposed. The catalyst was recovered and recycled up to five times without significant loss of its activity. (C) 2015 Elsevier B.V. All rights reserved.
• Syntheses, Characterization, and Ethylene Polymerization of Half-Sandwich Zirconium Complexes with Tridentate Imino−Quinolinol Ligands
  作者：Ping Hu、Fosong Wang、Guo-Xin Jin

  DOI：10.1021/om101059v

  日期：2011.3.14

  A series of half-sandwich zirconium complexes with imino-quinolinol ligands have been synthesized and characterized. The catalytic behaviors of these complexes toward ethylene polymerization were investigated in the presence of methylaluminoxane (MAO) as a cocatalyst. The catalytic behaviors were highly affected by the substituent in both cyclopentadienyl and imino-quinolinol ligands. The Cp analogue complexes CpZr[ONNR]Cl-2 (1a-e) exhibited high activities up to 1.34 x 10(7) g of PE (mol of Zr)(-1) h(-1), whereas the Cp* analogue complexes Cp*Zr[ONNR]Cl-2 (2a-e) also showed moderate activities for ethylene polymerization.