[2-(3,5-di-tert-butyl-pyrazol-1-yl)-ethyl](pyridin-2-ylmethylene)imine | 1421764-91-1

• 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: [2-(3,5-di-tert-butyl-pyrazol-1-yl)-ethyl](pyridin-2-ylmethylene)imine
• 英文别名: N-[2-(3,5-ditert-butylpyrazol-1-yl)ethyl]-1-pyridin-2-ylmethanimine
• CAS: 1421764-91-1
• 化学式: C₁₉H₂₈N₄
• 分子量: 312.458
• InChiKey: CCHMPIRGWJAFIX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  43.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(3,5-di-tert-butyl-pyrazol-1-yl)-ethyl](pyridin-2-ylmethylene)imine 在 甲醇 、 sodium tetrahydroborate 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)-N-(pyridin-2-ylmethyl)ethanamine nickel(II) bromide
  参考文献：
  名称：

  Solvent and co-catalyst dependent pyrazolylpyridinamine and pyrazolylpyrroleamine nickel(II) catalyzed oligomerization and polymerization of ethylene

  摘要：

  The pyrazolylamine ligands, 2-(3,5-dimethy1-1H-pyrazol-1-y1)-N-(pyridin-2-ylmethyl)ethanamine (L1a), 2 -(3,5 -d i-tert-butyl-1 H-pyrazol-1-y1)-N-(pyridin-2-ylmethyl)ethan-amine (L2a), 2-(3,5-dimethyl-pyrazol-1-yl)-ethyl-(1H-pyrrol-2-ylmethyl)-amine (L3a), 2-(3,5-di-tert-butyl-pyrazol-1-y1)-ethyl-(1H-pyrrol-2-ylmethyl)-amine (L4a), were prepared by reducing the corresponding imine compounds L1-L4. L1a-L4a were then reacted with [NiBr2(DME)] to form the nickel complexes, [NiBr2(L1a)] (1), [NiBr2(L2a)] (2), [NiBr2(L3a)] (3) and [NiBr2(L4a)] (4) in high yields.When activated with aluminum co-catalysts, all four nickel complexes were able to catalyze the oligomerization or polymerization of ethylene; but the products of these reactions were co-catalyst and solvent dependent. With EtAlCl2 as co-catalyst and in toluene, butene and hexene were formed, which subsequently alkylated the solvent selectively to butyl-, dibutyl- and tri-butyltoluene. The same catalysts in chlorobenzene produced butene, hexene and highly branched polyethylene. Changing the co-catalysts to MAO and with toluene as solvent, complexes 2 and 3 catalyzed the polymerization of ethylene to high molecular weight (447,300 Da) linear high density polyethylene (ca T-m = 135.5 degrees C); with polydispersity indices ranging from 1.63 to 2.51. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2013.10.024
• 作为产物：
  描述：

  吡啶-2-甲醛 、 2-(3,5-di-tert-butyl-1H-pyrazol-1-yl)ethylamine 以 乙醇 为溶剂， 反应 12.0h， 以75%的产率得到[2-(3,5-di-tert-butyl-pyrazol-1-yl)-ethyl](pyridin-2-ylmethylene)imine
  参考文献：
  名称：

  吡唑基钯（II）配合物催化乙烯与苯乙烯的一氧化碳共聚

  摘要：

  吡唑基吡啶嘧啶配体[2-（3,5-二甲基吡唑-1-基）乙基]吡啶-2-基亚甲基亚胺（L1）和[2-（3,5-二叔丁基吡唑-1-基）乙基]吡啶-2-基亚甲基亚胺（L2）和吡唑基噻吩基亚胺配体[2-（3,5-二甲基吡唑-1-基）乙基]噻吩-2-基亚甲基亚胺（L3），[2-（3,5-二叔丁基-吡唑-1-基）乙基]噻吩-2-基亚甲基亚胺（L4），[2-（3,5-二甲基吡唑-1-基）乙基] -2-溴噻吩-2-基亚甲基亚胺（L5）和[2-（ 3,5-二叔丁基吡唑-1-基）乙基] -2-溴噻吩-2-基亚甲基亚胺（L6通过适当的吡唑基胺和相应的醛的缩合来合成）。的反应L1 - L6与[的PdCl（ME）（COD）]，得到相应的钯（II）配合物[的PdCl（ME）（L）]（其中L = L1（图1A），L2（图2a），L3（图3a） ，L4（4a），L5（5a），L6（6a）），收率很高。发现吡啶亚胺配体L1

  DOI：

  10.1021/om300798y

文献信息

• Solvent and co-catalyst dependent pyrazolylpyridinamine and pyrazolylpyrroleamine nickel(II) catalyzed oligomerization and polymerization of ethylene
  作者：Collins Obuah、Bernard Omondi、Kyoko Nozaki、James Darkwa

  DOI：10.1016/j.molcata.2013.10.024

  日期：2014.2

  The pyrazolylamine ligands, 2-(3,5-dimethy1-1H-pyrazol-1-y1)-N-(pyridin-2-ylmethyl)ethanamine (L1a), 2 -(3,5 -d i-tert-butyl-1 H-pyrazol-1-y1)-N-(pyridin-2-ylmethyl)ethan-amine (L2a), 2-(3,5-dimethyl-pyrazol-1-yl)-ethyl-(1H-pyrrol-2-ylmethyl)-amine (L3a), 2-(3,5-di-tert-butyl-pyrazol-1-y1)-ethyl-(1H-pyrrol-2-ylmethyl)-amine (L4a), were prepared by reducing the corresponding imine compounds L1-L4. L1a-L4a were then reacted with [NiBr2(DME)] to form the nickel complexes, [NiBr2(L1a)] (1), [NiBr2(L2a)] (2), [NiBr2(L3a)] (3) and [NiBr2(L4a)] (4) in high yields.When activated with aluminum co-catalysts, all four nickel complexes were able to catalyze the oligomerization or polymerization of ethylene; but the products of these reactions were co-catalyst and solvent dependent. With EtAlCl2 as co-catalyst and in toluene, butene and hexene were formed, which subsequently alkylated the solvent selectively to butyl-, dibutyl- and tri-butyltoluene. The same catalysts in chlorobenzene produced butene, hexene and highly branched polyethylene. Changing the co-catalysts to MAO and with toluene as solvent, complexes 2 and 3 catalyzed the polymerization of ethylene to high molecular weight (447,300 Da) linear high density polyethylene (ca T-m = 135.5 degrees C); with polydispersity indices ranging from 1.63 to 2.51. (C) 2013 Elsevier B.V. All rights reserved.
• Ethylene and Styrene Carbon Monoxide Copolymerization Catalyzed by Pyrazolyl Palladium(II) Complexes
  作者：Collins Obuah、Michael K. Ainooson、Sibulele Boltina、Ilia A. Guzei、Kyoko Nozaki、James Darkwa

  DOI：10.1021/om300798y

  日期：2013.2.25

  [PdCl(Me)(cod)] gave the corresponding palladium(II) complexes [PdCl(Me)(L)] (where L = L1 (1a), L2 (2a), L3 (3a), L4 (4a), L5 (5a), L6 (6a)) in very good yields. The pyridylimine ligands L1 and L2 were found to coordinate via the imine and pyridine nitrogen atoms, while the thienylimine ligands L3–L6 coordinate via imine and pyrazolyl nitrogen atoms to the palladium. The cationic complexes [Pd(Me)(A)]+

  吡唑基吡啶嘧啶配体[2-（3,5-二甲基吡唑-1-基）乙基]吡啶-2-基亚甲基亚胺（L1）和[2-（3,5-二叔丁基吡唑-1-基）乙基]吡啶-2-基亚甲基亚胺（L2）和吡唑基噻吩基亚胺配体[2-（3,5-二甲基吡唑-1-基）乙基]噻吩-2-基亚甲基亚胺（L3），[2-（3,5-二叔丁基-吡唑-1-基）乙基]噻吩-2-基亚甲基亚胺（L4），[2-（3,5-二甲基吡唑-1-基）乙基] -2-溴噻吩-2-基亚甲基亚胺（L5）和[2-（ 3,5-二叔丁基吡唑-1-基）乙基] -2-溴噻吩-2-基亚甲基亚胺（L6通过适当的吡唑基胺和相应的醛的缩合来合成）。的反应L1 - L6与[的PdCl（ME）（COD）]，得到相应的钯（II）配合物[的PdCl（ME）（L）]（其中L = L1（图1A），L2（图2a），L3（图3a） ，L4（4a），L5（5a），L6（6a）），收率很高。发现吡啶亚胺配体L1