6-[2-(2,6-diisopropylphenylamino)-2-isopropyl]-2-[(2,6-diisopropylphenylimino)ethyl]pyridine | 263705-59-5

• 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: 6-[2-(2,6-diisopropylphenylamino)-2-isopropyl]-2-[(2,6-diisopropylphenylimino)ethyl]pyridine
• 英文别名: [-2-[(2,6-iPr2C6H3)NCMe]-6-[(2,6-iPr2C6H3)NHCMe2]C5H3N]；N-[2-[6-[N-[2,6-di(propan-2-yl)phenyl]-C-methylcarbonimidoyl]pyridin-2-yl]propan-2-yl]-2,6-di(propan-2-yl)aniline
• CAS: 263705-59-5
• 化学式: C₃₄H₄₇N₃
• 分子量: 497.767
• InChiKey: LQEJIIXOFGDLKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.3
• 重原子数：
  37
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  6-[2-(2,6-diisopropylphenylamino)-2-isopropyl]-2-[(2,6-diisopropylphenylimino)ethyl]pyridine 、 三甲基铝 在 水 作用下， 以 甲苯 为溶剂， 以2.41 g的产率得到2,6-[2,6-(i-Pr)2C6H3-NHC(CH3)2]2C5H3N
  参考文献：
  名称：

  Synthesis of Bis(amino)pyridines by the Stepwise Alkylation of Bis(imino)pyridines: An Unexpected and Selective Alkylation of the Aminoiminopyridine by AlMe₃

  摘要：

  Bis(imino)pyridines 2-[2,6-(R-1)(2)C6H3N=C(CH3)]-6-[2,6-(R-2)(2)C6H3N=C(CH3)](C5H3N) (1a, R-1 = R-2 = i-Pr; 1b, R-1 = i-Pr, R-2 = CH3; 1c, R-1 = R-2 = CH3) were first alkylated by AlMe3 and then hydrolyzed to aminoiminopyridines 2-[2,6-(R-1)(2)C6H3N=C(CH3)]-6-[2,6-(R-2)(2)C6H3NHC(CH3)(2)](C5H3N) (3a, R-1 = R-2 = i-Pr; 3b, R-1 = i-Pr, R-2 = CH3; 3c, R-1 = R-2 = CH3). When the aminoiminopyridines were treated with AlMe3, the expected methane elimination was not found; alkylation at the imine functional group led to the aluminum complexes {2-[2,6-(R-1)(2)C6H3NC(CH3)(2)]-6-[2,6-(R-2)(2)C6H3NHC(CH3)(2)](C5H3N)}AlMe2 (4a, R-1 = R-2 = i-Pr; 4b, R-1 = i-Pr, R-2 = CH3; 4c, R-1 = R-2 = CH3), which were further hydrolyzed to the bis(amino)pyridines 2-[2,6-(R-1)(2)C6H3NHC(CH3)(2)]-6-[2,6-(R-2)(2)C6H3NHC(CH3)(2)](C5H3N) (5a, R-1 = R-2 = i-Pr; 5b, R-1 = i-Pr, R-2 = CH3; 5c, R-1 = R-2 = CH3). The selective alkylation over elimination may come from the noninnocent property of the conjugated iminopyridine group. New magnesium, yttrium, and zirconium complexes supported by 5a ({2,6-[2,6-(i-Pr)(2)C6H3NC(CH3)(2)](2)(C5H3N)}Mg(THF) (6), {2,6-[2,6-(i-Pr)(2)C6H3NC(CH3)(2)](2)(C5H3N)}Y(CH2SiMe3)(THF) (7), and {2,6-[2,6-(i-Pr)(2)C6H3NC(CH3)(2)](2)(C5H3N)}Zr(CH2SiMe3)(2) (8)) were formed via the alkane elimination method.

  DOI：

  10.1021/om200899f
• 作为产物：
  描述：

  2,6-双[1-(2,6-二异丙苯亚氨基)乙基]吡啶 、 三甲基铝 在 水 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 6-[2-(2,6-diisopropylphenylamino)-2-isopropyl]-2-[(2,6-diisopropylphenylimino)ethyl]pyridine
  参考文献：
  名称：

  Synthesis of Bis(amino)pyridines by the Stepwise Alkylation of Bis(imino)pyridines: An Unexpected and Selective Alkylation of the Aminoiminopyridine by AlMe₃

  摘要：

  Bis(imino)pyridines 2-[2,6-(R-1)(2)C6H3N=C(CH3)]-6-[2,6-(R-2)(2)C6H3N=C(CH3)](C5H3N) (1a, R-1 = R-2 = i-Pr; 1b, R-1 = i-Pr, R-2 = CH3; 1c, R-1 = R-2 = CH3) were first alkylated by AlMe3 and then hydrolyzed to aminoiminopyridines 2-[2,6-(R-1)(2)C6H3N=C(CH3)]-6-[2,6-(R-2)(2)C6H3NHC(CH3)(2)](C5H3N) (3a, R-1 = R-2 = i-Pr; 3b, R-1 = i-Pr, R-2 = CH3; 3c, R-1 = R-2 = CH3). When the aminoiminopyridines were treated with AlMe3, the expected methane elimination was not found; alkylation at the imine functional group led to the aluminum complexes {2-[2,6-(R-1)(2)C6H3NC(CH3)(2)]-6-[2,6-(R-2)(2)C6H3NHC(CH3)(2)](C5H3N)}AlMe2 (4a, R-1 = R-2 = i-Pr; 4b, R-1 = i-Pr, R-2 = CH3; 4c, R-1 = R-2 = CH3), which were further hydrolyzed to the bis(amino)pyridines 2-[2,6-(R-1)(2)C6H3NHC(CH3)(2)]-6-[2,6-(R-2)(2)C6H3NHC(CH3)(2)](C5H3N) (5a, R-1 = R-2 = i-Pr; 5b, R-1 = i-Pr, R-2 = CH3; 5c, R-1 = R-2 = CH3). The selective alkylation over elimination may come from the noninnocent property of the conjugated iminopyridine group. New magnesium, yttrium, and zirconium complexes supported by 5a ({2,6-[2,6-(i-Pr)(2)C6H3NC(CH3)(2)](2)(C5H3N)}Mg(THF) (6), {2,6-[2,6-(i-Pr)(2)C6H3NC(CH3)(2)](2)(C5H3N)}Y(CH2SiMe3)(THF) (7), and {2,6-[2,6-(i-Pr)(2)C6H3NC(CH3)(2)](2)(C5H3N)}Zr(CH2SiMe3)(2) (8)) were formed via the alkane elimination method.

  DOI：

  10.1021/om200899f

文献信息

• Structure−Reactivity Relationships of Amido-Pyridine-Supported Rare-Earth-Metal Alkyl Complexes
  作者：Melanie Zimmermann、Karl W. Törnroos、Robert M. Waymouth、Reiner Anwander

  DOI：10.1021/om701195x

  日期：2008.9.1

  Treatment of rare-earth-metal dialkyl complexes with group 13 cocatalysts is a prominent approach to generate homogeneous catalysts active in olefin polymerization. Reaction of Ln(CH2SiMe3)3(THF)2 with monovalent imino-amido-pyridine [2-(2,6-iPr2C6H3)N═CMe}-6-(2,6-iPr2C6H3)NHCMe2}C5H3N] (HL2) gives donor solvent-free discrete dialkyl compounds [L2]Ln(CH2SiMe3)2 (Ln = Sc, Y, Lu). In the solid state

  用13族助催化剂处理稀土金属二烷基络合物是产生对烯烃聚合有活性的均相催化剂的重要方法。Ln（CH 2 SiMe 3）3（THF）2与一价亚氨基氨基吡啶[2-（2,6- i Pr 2 C 6 H 3）N═CMe} -6-（2,6） -我镨2 ç 6 ħ 3）NHCMe 2 }℃ 5 ħ 3 N]（H大号2）给出供体无溶剂离散二烷基化合物[大号2 ] LN（CH 2SiMe 3）2（Ln = Sc，Y，Lu）。在固态下，scan衍生物与先前报道的complex络合物是同构的（Gordon等人）。硼酸盐助催化剂[Ph 3 C] [B（C 6 F 5）4 ]和[PhNMe 2 H] [B（C 6 F 5）4 ]的活化产生离子对，该离子对可以以中等收率聚合乙烯（活性：Sc> Lu ）。用N- [三（五氟苯基）硼烷] -3 H-吲哚阳离子化可得到非活性物质。1 H / 13 C / 11 B / 19F
• Unusual alkyl group activation and cationic complex formation from a novel lutetium dialkyl complex supported by a tridentate monoanionic ligandElectronic supplementary information (ESI) available: details of the synthesis of 2 and 3 and the hydrolysis of 3. See http://www.rsc.org/suppdata/cc/b3/b306889g/
  作者：Thomas M. Cameron、John C. Gordon、Ryszard Michalczyk、Brian L. Scott

  DOI：10.1039/b306889g

  日期：——

  We report herein the synthesis and characterization of a lutetium dialkyl complex supported by a multidentate, anilido-pyridine-imine ligand and its subsequent transformation into an unprecedented cationic monoalkyl derivative.

  我们在此报告了由多齿苄基吡啶亚胺配体支撑的镥二烷基配合物的合成和表征，以及随后将其转化为前所未有的阳离子单烷基衍生物的过程。
• Imine Versus Amine Donors in Iron-Based Ethylene Polymerisation Catalysts
  作者：George J. P. Britovsek、Vernon C. Gibson、Sergio Mastroianni、Daniel C. H. Oakes、Carl Redshaw、Gregory A. Solan、Andrew J. P. White、David J. Williams

  DOI：10.1002/1099-0682(200102)2001:2<431::aid-ejic431>3.0.co;2-q

  日期：2001.2
• Alkyl Migration and an Unusual Tetramethylaluminate Coordination Mode: Unexpected Reactivity of Organolanthanide Imino–Amido–Pyridine Complexes
  作者：Melanie Zimmermann、Karl W. Törnroos、Reiner Anwander

  DOI：10.1002/anie.200604729

  日期：2007.4.20