N,N'-bis((pyridin-2-yl)methylene)-2,3,5,6-tetramethylbenzene-1,4-diamine | 1056633-12-5

• 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,N'-bis((pyridin-2-yl)methylene)-2,3,5,6-tetramethylbenzene-1,4-diamine
• 英文别名: 2,3,5,6-tetramethyl-N,N-bis(pyridin-2-ylmethylene)benzene-1,4-diamine
• CAS: 1056633-12-5
• 化学式: C₂₂H₂₂N₄
• 分子量: 342.443
• InChiKey: YXGIQVXLNNZHTD-BKHCZYBLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.21
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  50.5
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  乙二醇二甲醚溴化镍 、 N,N'-bis((pyridin-2-yl)methylene)-2,3,5,6-tetramethylbenzene-1,4-diamine 以 正丁醇 为溶剂， 以63%的产率得到[Ni2Br4(N,N'-bis((pyridin-2-yl)methylene)-2,3,5,6-tetramethylbenzene-1,4-diamine)]
  参考文献：
  名称：

  [EN] TRANSITION METAL COMPOUNDS FOR OLEFIN POLYMERIZATION AND OLIGOMERIZATION
  [FR] COMPOSES METALLIQUES DE TRANSITION POUR LA POLYMERISATION D'OLEFINES ET L'OLIGOMERISATION

  摘要：

  这项发明涉及由式(I)表示的新过渡金属催化剂化合物，其中：M和M'分别是8、9、10或11族过渡金属，优选为Ni、Co、Pd、Cu或Fe；每个R基分别是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；R'是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以与R'结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；每个X基分别是氢，卤素，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的X基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；m和m'分别为0、1、2或3；z和z'分别为0、1、2或3；N为氮；Q为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；Q'为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；L为烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基。

  公开号：

  WO2005118605A1
• 作为产物：
  描述：

  吡啶-2-甲醛 、 四甲基对苯二胺 以 乙醇 为溶剂， 以90%的产率得到N,N'-bis((pyridin-2-yl)methylene)-2,3,5,6-tetramethylbenzene-1,4-diamine
  参考文献：
  名称：

  [EN] TRANSITION METAL COMPOUNDS FOR OLEFIN POLYMERIZATION AND OLIGOMERIZATION
  [FR] COMPOSES METALLIQUES DE TRANSITION POUR LA POLYMERISATION D'OLEFINES ET L'OLIGOMERISATION

  摘要：

  这项发明涉及由式(I)表示的新过渡金属催化剂化合物，其中：M和M'分别是8、9、10或11族过渡金属，优选为Ni、Co、Pd、Cu或Fe；每个R基分别是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；R'是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以与R'结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；每个X基分别是氢，卤素，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的X基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；m和m'分别为0、1、2或3；z和z'分别为0、1、2或3；N为氮；Q为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；Q'为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；L为烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基。

  公开号：

  WO2005118605A1

文献信息

• [EN] TRANSITION METAL COMPOUNDS FOR OLEFIN POLYMERIZATION AND OLIGOMERIZATION<br/>[FR] COMPOSES METALLIQUES DE TRANSITION POUR LA POLYMERISATION D'OLEFINES ET L'OLIGOMERISATION
  申请人：EXXONMOBIL CHEM PATENTS INC

  公开号：WO2005118605A1

  公开（公告）日：2005-12-15

  This invention relates to new transition metal catalyst compounds represented by the formula (I): where: M and M' are, independently, a group 8, 9, 10 or 11 transition metal, preferably Ni, Co, Pd, Cu or Fe; each R group is, independently, is, hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; R' is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together with R' to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; each X group is, independently, is, hydrogen, a halogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted sililcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent X groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; m and m’ are, independently, 0, 1, 2, or 3; z and z’ are, independently, 0, 1, 2, or 3; N is nitrogen; Q is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents; Q’ is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl or substituted germylcarbyl substituents; and L is a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituent.

  这项发明涉及由式(I)表示的新过渡金属催化剂化合物，其中：M和M'分别是8、9、10或11族过渡金属，优选为Ni、Co、Pd、Cu或Fe；每个R基分别是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；R'是氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的R基可以与R'结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；每个X基分别是氢，卤素，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基，且可选地，相邻的X基可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香环或多环取代基；m和m'分别为0、1、2或3；z和z'分别为0、1、2或3；N为氮；Q为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；Q'为氢，或烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基；L为烃基，取代烃基，卤代烃基，取代卤代烃基，硅烃基，取代硅烃基，锗烃基，或取代锗烃基取代基。
• Transition Metal Compounds for Olefin Polymerization and Oligomerization
  申请人：Solan A. Gregory

  公开号：US20080033125A1

  公开（公告）日：2008-02-07

  This invention relates to new transition metal catalyst compounds represented by the formula (I): where: M and M′ are, independently, a group 8, 9, 10 or 11 transition metal, preferably Ni, Co, Pd, Cu or Fe; each R group is, independently, is, hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; R′ is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent R groups may join together with R′ to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; each X group is, independently, is, hydrogen, a halogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents, and optionally, adjacent X groups may join together to form a substituted or unsubstituted, saturated, partially unsaturated, or aromatic cyclic or polycyclic substituent; m and m′ are, independently, 0, 1, 2, or 3; z and z′ are, independently, 0, 1, 2, or 3; N is nitrogen; Q is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents; Q′ is hydrogen, or a hydrocarbyl, substituted hydrocarbyl, halocarbyl; substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituents; and L is a hydrocarbyl, substituted hydrocarbyl, halocarbyl, substituted halocarbyl, silylcarbyl, substituted silylcarbyl, germylcarbyl, or substituted germylcarbyl substituent.

  本发明涉及由公式（I）表示的新过渡金属催化剂化合物：其中：M和M'分别是8、9、10或11族过渡金属，优选为Ni、Co、Pd、Cu或Fe；每个R基团独立地是氢或烃基、取代烃基、卤代烃基、取代卤代烃基、硅基烃基、取代硅基烃基、锗基烃基或取代锗基烃基取代基，并且选择性地，相邻的R基团可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香族或多环取代基；R'是氢或烃基、取代烃基、卤代烃基、取代卤代烃基、硅基烃基、取代硅基烃基、锗基烃基或取代锗基烃基取代基，并且选择性地，相邻的R基团可以与R'结合在一起形成取代或未取代的饱和、部分不饱和或芳香族或多环取代基；每个X基团独立地是氢、卤素或烃基、取代烃基、卤代烃基、取代卤代烃基、硅基烃基、取代硅基烃基、锗基烃基或取代锗基烃基取代基，并且选择性地，相邻的X基团可以结合在一起形成取代或未取代的饱和、部分不饱和或芳香族或多环取代基；m和m'独立地为0、1、2或3；z和z'独立地为0、1、2或3；N为氮；Q为氢或烃基、取代烃基、卤代烃基、取代卤代烃基、硅基烃基、取代硅基烃基、锗基烃基或取代锗基烃基取代基；Q'为氢或烃基、取代烃基、卤代烃基、取代卤代烃基、硅基烃基、取代硅基烃基、锗基烃基或取代锗基烃基取代基；以及L为烃基、取代烃基、卤代烃基、取代卤代烃基、硅基烃基、取代硅基烃基、锗基烃基或取代锗基烃基取代基。
• US7741240B2
  申请人：——

  公开号：US7741240B2

  公开（公告）日：2010-06-22
• From symmetrical to unsymmetrical bimetallic nickel complexes bearing aryl-linked iminopyridines; synthesis, structures and ethylene polymerisation studies
  作者：Jérémie D.A. Pelletier、John Fawcett、Kuldip Singh、Gregory A. Solan

  DOI：10.1016/j.jorganchem.2008.05.020

  日期：2008.8

  Both symmetrical and unsymmetrical tetramethylphenyl-linked iminopyridines, 1,4-(2-C5H4N)RC=N}(2)-2,3,5,6-Me4C6 [R = H (L1a), Me (L1b)] and 1-(2-C5H4N)HC=N}-4-(2-C5H4N)MeC=N}-2,3,5,6-Me4C6 (L1c), have been prepared in good yield using straightforward condensation strategies. The molecular structures of L1a and L1c reveal the adjacent imino and pyridyl nitrogen atoms to adopt transoid configurations. Interaction of L1x with two equivalents of NiX2 [NiX2 = (DME)NiBr2 (DME = 1,2-dimethoxyethane), NiCl2] in n-BuOH at elevated temperature affords the paramagnetic bimetallic complexes, [(L1x) Ni2X4] [L1x = L1a, X = Br (1a); L1x = L1b, X = Br (1b); L1x = L1c, X = Br (1c); L1x = L1a, X = Cl (1d)] in moderate to good yield. Adduct formation results on treatment of bromide-containing 1a-1c with DMF (dimethylformamide) to yield dicationic [(L1x) Ni2Br2(DMF)(6)]Br-2 [L1x = L1a (2a), L1b (2b), L1c (2c)], while with chloride-containing 1d the neutral species [(L1a)Ni2Cl4(DMF)(4)] (3) is obtained. Activation of 1a-1d and 2c with excess methylaluminoxane (MAO) generates active ethylene polymerisation catalysts (1b/MAO > 1c/MAO > 1a/MAO similar to 1d/MAO > 2c/MAO) affording mixtures of waxes and low molecular weight solid polyethylene. Multinuclear NMR and GC analysis of the waxy components reveal methyl branched materials that contain mostly internal unsaturation along with low levels of alpha-olefins. Broad molecular weight distributions are observed for all the polymers obtained, with that from 1b/MAO leading to the highest molecular weight. Single crystal X-ray diffraction studies have been performed on L1a, L1c, 2a-2c and 3. (c) 2008 Elsevier B. V. All rights reserved.