N-(1-[2,2′-bipyridin-6-yl]ethylidene)-2,6-diisopropylbenzenamine | 300343-28-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(1-[2,2′-bipyridin-6-yl]ethylidene)-2,6-diisopropylbenzenamine
• 英文别名: N-(1-[2,2'-bipyridin]-6-ylethylidene)-2,6-diisopropylbenzenamine；6-[1-(2,6-diisopropylphenylimino)ethyl]-2,2'-bipyridine；[1-([2,2']bipyridin-6-yl)ethylidene](2,6-diisopropylphenyl)amine；[(2,6-iPr2C6H3)N=CMe]2-2,2'-C10H7N2；N-[2,6-di(propan-2-yl)phenyl]-1-(6-pyridin-2-ylpyridin-2-yl)ethanimine
• CAS: 300343-28-6
• 化学式: C₂₄H₂₇N₃
• 分子量: 357.498
• InChiKey: SZRMOYPJGSZDRA-UHFFFAOYSA-N

物化性质

• 熔点：
  186 °C(Solv: methanol (67-56-1))
• 沸点：
  499.7±45.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  38.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(1-[2,2′-bipyridin-6-yl]ethylidene)-2,6-diisopropylbenzenamine 、 cobalt(II) chloride 以 四氢呋喃 为溶剂， 以88%的产率得到[(1-([2,2']bipyridin-6-yl)ethylidene)(2,6-diisopropylphenyl)amine]cobalt(II) dichloride
  参考文献：
  名称：

  Electronic Influence of the Thienyl Sulfur Atom on the Oligomerization of Ethylene by Cobalt(II) 6-(Thienyl)-2-(imino)pyridine Catalysis

  摘要：

  The position of the sulfur atom in the thienyl group of 6-(thienyl)-2-(imino)pyridine ligands strongly affects the catalytic activity of the corresponding tetrahedral high-spin dihalide Co-II complexes in the oligomerization of ethylene to alpha-olefins upon activation with methylaluminoxane (MAO). Complexes with the sulfur atom in the 3-position of the thienyl ring catalyze the selective conversion of ethylene to 1-butene, while catalysts containing thien-2-yl groups give C-4-C-14 alpha-olefins. In situ EPR experiments showed the occurrence of a spin state changeover with the formation of low-spin Co-II species upon activation of the catalyst precursors by MAO. DFT calculations suggest that only thien-2-yl rings allow for the coordination of the sulfur atom to the cobalt center in the MAO-activated systems.

  DOI：

  10.1021/om0609665
• 作为产物：
  描述：

  三正丁基2-吡啶基锌 在 四(三苯基膦)钯 、 正丁基锂 、 甲酸 作用下， 以 四氢呋喃 、 甲醇 、 乙醚 、 正己烷 、 甲苯 为溶剂， 反应 0.5h， 生成 N-(1-[2,2′-bipyridin-6-yl]ethylidene)-2,6-diisopropylbenzenamine
  参考文献：
  名称：

  鉄錯体触媒を用いたヒドロシランの脱水素縮合反応によるポリシランの製造方法

  摘要：

  公开号：

  JP6865362B2

文献信息

• Probing the Effect of Binding Site and Metal Centre Variation in Pentadentate Oligopyridylimine‐Bearing Bimetallic (Fe ₂ , Co ₂ , Ni ₂ ) Ethylene Oligomerisation Catalysts
  作者：Andrew P. Armitage、Yohan D. M. Champouret、Hubert Grigoli、Jérémie D. A. Pelletier、Kuldip Singh、Gregory A. Solan

  DOI：10.1002/ejic.200800650

  日期：2008.10

  palladium(0)-mediated cross-coupling and condensation strategies. Treatment of L1 or L2 with two equivalents of MX2 in nBuOH at elevated temperatures affords the paramagnetic bimetallic complexes [(L1)M2X4] [M = Fe, X = Cl (1); M = Co, X = Cl (2a); M = Co, X = Br (2b); M = Ni, X = Br (3)] and [(L2)M2X4] [M = Fe, X = Cl (4); M = Co, X = Cl (5a); M = Co, X = Br (5b); M = Ni, X = Br (6)] in high yield, respectively

  对称和非对称五氮杂 2,6-低聚吡啶亚胺，6,6"-[(2,6-iPr2C6H3)N=CMe]2-2,2':6',2"-C15H9N3 (L1) 和 6-[( 2,6-iPr2C6H3)N=CMe]-2,2':6',2":6",2"'-C20H13N4 (L2)，已经使用钯（0）介导的组合以良好的产率制备交叉耦合和缩合策略。在升高的温度下用 nBuOH 中的两当量 MX2 处理 L1 或 L2 得到顺磁性双金属配合物 [(L1)M2X4] [M = Fe, X = Cl (1); M = Co，X = Cl (2a)；M = Co，X = Br (2b)；M = Ni, X = Br (3)] 和 [(L2)M2X4] [M = Fe, X = Cl (4); M = Co，X = Cl (5a)；M = Co，X = Br (5b)；M = Ni, X = Br (6)] 分别以高产率获得。2a
• The role of bulky substituents in the polymerization of ethylene using late transition metal catalysts: a comparative study of nickel and iron catalyst systems
  作者：George J.P Britovsek、Simon P.D Baugh、Olivier Hoarau、Vernon C Gibson、Duncan F Wass、Andrew J.P White、David J Williams

  DOI：10.1016/s0020-1693(02)01293-8

  日期：2003.3

  A series of nickel(II) and iron(II) complexes of the general formula [LMX2] containing bidentate (for M = Ni) and tridentate (for M = Fe) heterocycle-imine ligands L have been synthesized and characterized. Compared to the well-known alpha-diimine nickel and bis(imino)pyridine iron catalysts, these systems contain a bulky imine substituent on one side and a non-bulky N-heterocycle on the other. Depending on the ligand and the conditions used, either four- or five-coordinate complexes are obtained in the case of nickel. Iron complexes are generally five-coordinate, even with potentially tetradentate ligands. Activation of these precatalysts with MAO affords active catalyst systems for the oligomerization/polymerization of ethylene. Compared to alpha-diimine nickel and bis(imino)pyridine iron catalysts, both- metal systems provide only half of the steric protection and consequently the catalytic activities and the degree of polymerization are significantly lower. Lower activities are attributed to a reduced stability of the active species under polymerization conditions, whereas the lower molecular weights are a result of increased beta-H transfer rates. Variations within the heterocyclic component of the ligand reveal that both steric and electronic factors influence the polymerization behavior of these catalysts. (C) 2002 Elsevier Science B.V. All rights reserved.
• Hydrosilylation of Olefins Catalyzed by Iron Complexes Bearing Ketimine-Type Iminobipyridine Ligands
  作者：Yuki Toya、Kazumasa Hayasaka、Hiroshi Nakazawa

  DOI：10.1021/acs.organomet.7b00087

  日期：2017.5.8

  A series of NNN-pincer iron complexes bearing ketimine-type iminobipyridene (BPI) ligands were prepared.. These iron complexes were effective catalysts for the hydrosilylation of olefins using primary, secondary, and tertiary silanes. The effect of the substituents on the imino carbon on the catalytic activity was examined, and it was found that an appropriate combination of the imino carbon and imino nitrogen substituents led to complexes with quite high catalytic activity: the turnover number achieved was up to 42000. These iron catalytic systems provide a low-cost and promising alternative to currently employed precious metal systems for the hydrosilylation of olefins.