N-(2-((2,6-diisopropylphenylimino)methyl)phenyl)quinolin-8-amine | 1073539-13-5

• 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-diisopropylphenylimino)methyl)phenyl)quinolin-8-amine
• 英文别名: N-[2-[[2,6-di(propan-2-yl)phenyl]iminomethyl]phenyl]quinolin-8-amine
• CAS: 1073539-13-5
• 化学式: C₂₈H₂₉N₃
• 分子量: 407.558
• InChiKey: NAJISHGVUYMWCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 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-diisopropylphenylimino)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88%的产率得到[2-(2,6-ⁱPr2C6H3NC(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：

  Li(NH-8-quinolyl) 、 2-fluorobenzylidene-2,6-diisopropylphenylamine 以 四氢呋喃 为溶剂， 生成 N-(2-((2,6-diisopropylphenylimino)methyl)phenyl)quinolin-8-amine
  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

文献信息

• Al and Zn complexes bearing N,N,N-tridentate quinolinyl anilido-imine ligands: synthesis, characterization and catalysis in l-lactide polymerization
  作者：Nan Yang、Lan Xin、Wei Gao、Jingshun Zhang、Xuyang Luo、Xiaoming Liu、Ying Mu

  DOI：10.1039/c2dt30594a

  日期：——

  Reactions of N,N,N-tridentate quinolinyl anilido-imine ligands with AlMe3 afford mononuclear aluminum complexes κ3-[2-[ArNC(H)]C6H4}N(8-C9H6N)]}AlMe2 (Ar = 2,6-Me2C6H3 (1a), 2,6-Et2C6H3 (1b), 2,6-iPr2C6H3 (1c)) or dinuclear complexes AlMe3κ1-[2-[ArNC(H)C6H4]N(8-C9H6N)}-κ2]AlMe2 (R = 2,6-Me2C6H3 (2a), 2,6-Et2C6H3 (2b), 2,6-iPr2C6H3 (2c)) depending on the ratios of reactants used. Similar reactions of ZnEt2 with these ligands give the monoligated ethyl zinc complexes κ3-[2-[ArNC(H)]C6H4}N(8-C9H6N)]}ZnEt (Ar = 2,6-Me2C6H3 (3a), 2,6-Et2C6H3 (3b), 2,6-iPr2C6H3 (3c)) or bisligated complexes κ3-[2-[ArNC(H)]C6H4}N(8-C9H6N)]}Znκ2-[2-[ArNC(H)]C6H4}N(8-C9H6N)]} (Ar = 2,6-Me2C6H3 (4a), 2,6-Et2C6H3 (4b), 2,6-iPr2C6H3 (4c)). These complexes were well characterized by NMR and the structures of 1a, 2a, 2c, 3b and 4c were confirmed by X-ray diffraction analysis. The aluminum and zinc complexes were tested to initiate lactide polymerization in which the zinc complexes show moderate to high activities in the presence of benzyl alcohol.

  和3c。
• 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.
• Cu(II) complexes with anilido-imine ligands: Synthesis, characterization and catalysis on reverse atom transfer radical polymerization of styrene
  作者：Zhiqiang Hao、Anjie Ma、Bin Xu、Wei Gao、Ying Mu

  DOI：10.1016/j.poly.2017.01.018

  日期：2017.4

  Several copper(II) complexes bearing bidentate anilido-imine ligands [(Ar ' N=CHC6H4-NAr)Cu](2)(mu-Cl)(2) (Ar = Ar ' = 2,6-Me2C6H3 (1a); Ar = Ar ' = 2,6-Et2C6H3 (1b); Ar = 3,5-(CF3)(2)C6H3, Ar ' = 2,6-(Pr2C6H3)-Pr-1 (1d); Ar = p-OMeC6H4, Ar ' = 2,6-(Pr2C6H3)-Pr-i (le)), (Ar ' N=CHC6H4-NAr)CuCI (Ar = Ar ' = 2,6-(Pr2C6H3)-Pr-i (1c)), and that bearing tridentate quinolinyl anilido-imine ligand (2,6-(i)pr(2)C(6)H(3)N=CHC6H4-NAr)CuCI (Ar = 8-quinolinyl (1f)) were synthesized via reactions of the corresponding ligands with (BuLi)-Bu-n and subsequent in-situ addition of CuCl2. The X-ray diffraction analysis revealed that la and ld are dinuclear, while 1f with N,N,N-tridentate ligand is in monomeric form. In the presence of 2,2 '-azobisisobutyronitrile (AIBN), these well-defined complexes showed moderate to high activities in reverse ATRP of styrene. High conversions up to 86.5% were obtained and polymers with controllable molecular weight and relatively narrow polydispersity were produced. (C) 2017 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.
• Rare-Earth Metal Bis(alkyl)s Supported by a Quinolinyl Anilido-Imine Ligand: Synthesis and Catalysis on Living Polymerization of ε-Caprolactone
  作者：Wei Gao、Dongmei Cui、Xiaoming Liu、Yu Zhang、Ying Mu

  DOI：10.1021/om800575p

  日期：2008.11.24

  The tridentate ligand N-(2-((2,6-diisopropylphenylimino)methyl)phenyl)quinolin-8-amine (HL) was prepared. Treatment of HL with 1 equiv of Ln(CH2SiMe3)(3)(THF)(2) afforded the corresponding rare-earth metal bis(alkyl) complexes LLn(CH2SiMe3)(2)(THF)(n) (Ln = Sc, n = 0 (1); Y, n = 1 (2); Lu, n = 0 (3)) in high yields. Variable-temperature H-1 NMR spectral analysis showed that these complexes were fluxional at room temperature. Complexes 1 and 3 were THF-free, where the metal center adopted a square-pyramidal geometry, while in 2 the metal center generated a distorted octahedral geometry owing to the coordination of a THF molecule. All these complexes catalyzed the ring-opening polymerization of E-caprolactone with high activities in living fashion, among which the Lu complex was proved to be more active than its Sc and Y analogues.