N-(2-((2,6-dimethylphenylimino)methyl)phenyl)quinolin-8-amine | 1400936-10-8

• 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: N-(2-((2,6-dimethylphenylimino)methyl)phenyl)quinolin-8-amine
• 英文别名: N-[2-[(2,6-dimethylphenyl)iminomethyl]phenyl]quinolin-8-amine
• CAS: 1400936-10-8
• 化学式: C₂₄H₂₁N₃
• 分子量: 351.451
• InChiKey: DSYKJZXRRZKSQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  氯化镍二甲氧基乙烷 、 N-(2-((2,6-dimethylphenylimino)methyl)phenyl)quinolin-8-amine 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以85%的产率得到[2-(2,6-Me2C6H3NC(H)C6H4-NC9H6N)]NiCl
  参考文献：
  名称：

  带有N，N，N-三齿喹啉基苯胺-亚胺配体的镍配合物：降冰片烯加成聚合反应的合成，表征和催化

  摘要：

  的Ñ，Ñ，Ñ -tridentate喹啉基酰苯胺-亚胺配体2-（ArNC（H））C 6 H ^ 4 -HNC 9 ħ 6 N（大号一个ħ中，Ar = 2,6-ME 2 ç 6 ħ 3 ;大号b H，Ar = 2,6- i Pr 2 C 6 H 3）和2-（C 9 H 6 N）NC（H）C 6 H 4 -HNAr（L c H，Ar = 2,6-Me 2 C 6H 3 ; 合成并表征了L d H，Ar = 2,6- i Pr 2 C 6 H 3）。这些配体与n BuLi的反应以及随后添加的NiCl 2（DME）生成N，N，N三齿镍络合物[2-（ArNC（H））C 6 H 4 –NC 9 H 6 N] NiCl（Ar = 2,6-Me 2 C 6 H 3（1a），2,6- i Pr 2 C 6H 3（1b））和[2-（C 9 H 6 N）NC（H）C 6 H 4 –NAr] NiCl（Ar = 2

  DOI：

  10.1016/j.jorganchem.2013.10.020
• 作为产物：
  描述：

  8-氨基喹啉 、 (E)-N-(2,6-二甲基苯基)-1-(2-氟苯基)甲亚胺 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.0h， 以58%的产率得到N-(2-((2,6-dimethylphenylimino)methyl)phenyl)quinolin-8-amine
  参考文献：
  名称：

  Al and Zn complexes bearing N,N,N-tridentate quinolinyl anilido-imine ligands: synthesis, characterization and catalysis in l-lactide polymerization

  摘要：

  和3c。

  DOI：

  10.1039/c2dt30594a

文献信息

• Iron(II) complexes bearing anilido-imine ligands: Synthesis and catalysis on ATRP of methyl methacrylate
  作者：Zhiqiang Hao、Yuxi Han、Wei Gao、Lan Xin、Ying Mu

  DOI：10.1016/j.poly.2014.08.003

  日期：2014.11

  Reactions of the ortho-C6H4(NHAr)-(CH=NAr) with (BuLi)-Bu-n and subsequent addition of FeCl2 afford the anilido-aldimine Fe(II) complexes [(ArN=CHC6H4-NAr)Fe](2)(mu-Cl)(2) (Ar = 2,6-Me2C6H3 (1a); Ar = 2,6-Et2C6H3 (1b)), and (ArN=CHC6H4-NAr)Fe(mu-Cl)(2)Li(THF)(2) (Ar = 2,6-(Pr2C6H3)-Pr-i (1c)). Similarly, reactions of the 2-(ArNC(H))C6H4-HNC6H6N with nBuLi and FeCl2 give the N,N,N-tridentate iron complexes [2-(ArNC(H))C6H4-NC6H6N]Fe}(2)(mu-Cl)(2) (Ar = 2,6-Me2C6H3 (2a), 2,6-Et2C6H3 (2b), and 2,6-(Pr2C6H3)-Pr-i (2c)). The X-ray diffraction analysis reveals that 1a and 1b are dimeric complexes and 1c is hetero-binuclear complex. Fe(II) atoms in these complexes are all in a distorted tetrahedral geometry. Complex 2c was confirmed to be a dimeric complex with the iron atom in a trigonal bipyramidal geometry. Complexes 1a-1c show moderate activities in ATRP of MMA in the presence of benzyl chloride (BnCI). While complexes 2a-2c are inert under the same condition. (C) 2014 Elsevier Ltd. All rights reserved.
• Chromium Complexes with <i>N</i>,<i>N</i>,<i>N</i>-Tridentate Quinolinyl Anilido-Imine Ligand: Synthesis, Characterization, and Catalysis in Ethylene Polymerization
  作者：Zhiqiang Hao、Bin Xu、Wei Gao、Yuxi Han、Guang Zeng、Jingshun Zhang、Guanghua Li、Ying Mu

  DOI：10.1021/acs.organomet.5b00247

  日期：2015.6.22

  The treatment of 2-(ArN-CH)C6H4-HNC9H6N ([NQNANI(Me)]H, Ar = 2,6-Me2C6H3; [NQNANI(Et)]H, Ar = 2,6-Et2C6H3; [NQNANIiPr]H, Ar = 2,6-iPr(2)C6H3) with (BuLi)-Bu-n and CrCl3(THF)(3) achieves the hetero-dinuclear complexes [NQNANIR]CrCl(mu-Cl)(2)Li(THF)2 (1a, R = Me; 1b, R = Et; 1c, R = Pr-i) or bisligated complex 5-[NQNANIiPr](2)CrCl (2c) depending on the reactant ratios used. Reactions of these ligands with (BuLi)-Bu-n and CrCl2(THF)2 could achieve the square-pyramidal complexes [NQNANIR]CrCl(THF) (3b, R = Et; 3c, R = iPr). Complex 3c can be oxidized by alkyl chloride to dimeric complex [NQNANIiPr]CrCl}(2)(mu-Cl)(2) (4) through a single-electron-transfer mechanism. Similar reaction of 2-(C9H6N)N-CHC6H4-HNAr ([NQNINA(Me)]H, Ar = 2,6-Me2C6H3; [NQNINA(Et)]H, Ar = 2,6-Et(2)C6H3; [NQNANIiPr]H, Ar = 2,6-iPr(2)C(6)H(3)) with (BuLi)-Bu-n and CrCl3(THF)(3) furnishes [NQNANIR]CrCl(mu-Cl)(2)Li(THF)(2) (5a, R = Me; 5b, R = Et; 5c, R = Pr-i) in high yields. However, a chromium complex with a butyl-substituted ligand, [N(Q)(Bu)N(I)NA(iPr)]CrCl2 (6), is obtained when 2 equiv of (BuLi)-Bu-n is used. The molecular structures of 1c, 2c, 3c, 4, 5c, and 6 are confirmed by X-ray crystallography. Upon activation with MAO, the Cr(III) complexes (1a-1c, 4, and 5a-5c) show moderate catalytic activities (50 to 218 kg of PE(.)mol(Cr)-1.h1) in ethylene polymerization, whereas the Cr(II) complexes 2c, 3b, and 3c are inert under the same conditions.