N,N-bis(3,5-dimethylpyrazol-1-ylmethyl) n-butylamine | 365276-08-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N,N-bis(3,5-dimethylpyrazol-1-ylmethyl) n-butylamine
• 英文别名: N-bis((3,5-dimethylpyrazol-1-yl)methyl)-N-(butyl)amine；bis[2-(3,5-dimethyl-1-pyrazolyl)methyl]butylamine；bis[((3,5-dimethyl-1-pyrazolyl)methyl)]butylamine；N,N-bis[(3,5-dimethylpyrazol-1-yl)methyl]butan-1-amine
• CAS: 365276-08-0
• 化学式: C₁₆H₂₇N₅
• 分子量: 289.424
• InChiKey: DXQVABMQPQIUST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (THF)3CrCl3 、 N,N-bis(3,5-dimethylpyrazol-1-ylmethyl) n-butylamine 以 四氢呋喃 为溶剂， 反应 3.0h， 以68%的产率得到Cr(DMPMNBu)Cl3
  参考文献：
  名称：

  Chromium and nickel catalysts for oligomerization recations and process for obtaining alpha-olefins using said catalysts

  摘要：

  本发明涉及预催化剂的合成以及在乙烯寡聚反应中使用这种预催化剂，以选择性地生产α-烯烃。更具体地说，它涉及含有多齿配体的配位化合物的制备和使用，包括第6和第10族过渡金属化合物，特别是铬（III）和镍（II）。这种催化前体对α-烯烃的生产具有高催化活性和选择性。

  公开号：

  US20120178939A1
• 作为产物：
  描述：

  3,5-二甲基吡唑-1-甲醇 、 正丁胺 反应 0.33h， 以80%的产率得到N,N-bis(3,5-dimethylpyrazol-1-ylmethyl) n-butylamine
  参考文献：
  名称：

  在微波辐照和无溶剂下高效合成含三脚架的新型氮供体

  摘要：

  通过将两当量的 1-(羟甲基)-3,5-二取代吡唑与一系列伯胺缩合，一步制备了五种新的 N,N-双(吡唑-1-基-甲基)烷基胺。该反应在微波辐射 (60 W) 下在没​​有溶剂的情况下进行 20 m，并提供高产率 (75-90%) 的混合氮供体三足分子。

  DOI：

  10.1081/scc-100104040

文献信息

• Highly selective nickel catalysts for ethylene oligomerization based on tridentate pyrazolyl ligands
  作者：Lucilene L. de Oliveira、Roberta R. Campedelli、Maria C.A. Kuhn、Jean-François Carpentier、Osvaldo L. Casagrande

  DOI：10.1016/j.molcata.2008.03.020

  日期：2008.6

  new pre-catalysts show high activity in ethylene oligomerization (TOF = 1.7–104.5 × 103 mol(ethylene) (mol(Ni))−1 h−1), giving predominantly 1-butene (70–94% yield). The catalytic performance is substantially affected by the co-catalyst type and ligand environment, especially the bridge donor atom. Under optimized conditions ([Ni] = 10 μmol, 30 °C, 20 bar ethylene, MAO-to-Ni = 250), pre-catalyst 3 leads

  基于三齿NZN配体的一系列新的镍配合物NiCl 2（L）（1，L =双[2-（3,5-二甲基-吡唑基）甲基]苄胺; 2，L =双[2-（3,5 -二甲基-1-吡唑基）甲基]丁胺；3，L =双[2-（3,5-二甲基-1-吡唑基）甲基]硫化物；4，L =双[2-（3-苯基-1-吡唑基） （）甲基]硫化物））已经制备并通过元素分析表征。这些新的预催化剂经甲基铝氧烷（MAO）或二乙基氯化铝（DEAC）活化后，在乙烯低聚反应中显示出高活性（TOF = 1.7–104.5×10 3  mol（乙烯）（mol（Ni））- 1  h -1），主要生成1-丁烯（产率70-94％）。助催化剂的类型和配体环境，尤其是桥供体原子，对催化性能的影响很大。在优化的条件下（[Ni] = 10μmol，30°C，乙烯20 bar，MAO-Ni = 250），预催化剂3的TOF = 104.5×10 3  h -1，对1-的选择性为70％丁烯。
• Bis(pyrazolyl)thioether/amine‐chromium(III) catalysts bearing pendant <i>O</i> ‐ and <i>N</i> ‐donor group for oligomerization and polymerization of ethylene
  作者：Lucilene L. Oliveria、Robson S. Oliboni、Rafael Stieler、Adriana C. A. Casagrande、Osvaldo L. Casagrande

  DOI：10.1002/aoc.6609

  日期：2022.4

  calculations demonstrated that the pendant group as well as the spacer between the N-donor group and the central amine nitrogen have strong influence on the coordination motif of the ligand. Thus, 1d–1f act as tetradentate ligands while 1g and 1h preferably coordinated to the chromium metal center in a tridentate [N,N,N] mode fashion. The catalytic performance of 2a–2h is strongly influenced by the nature

  在这项工作中，由含有侧O - 和N -供体基团 CrCl 3 S -bis[(3,5-DMPz)methyl]sulfide} ( 2a )的双(吡唑基)硫醚/胺配体支持的新的铬配合物家族, CrCl 3 N -bis[(3,5-DMPz)benzylamine]} ( 2b ), CrCl 3 N -bis[(3,5-DMPz)丁基胺]} ( 2c ), [CrCl 2 N -bis [(3,5-DMPz)甲基][(2-吡啶基)甲基]胺}]Cl ( 2d ), [CrCl 2 N-双[(3,5-DMPz)甲基][喹啉]胺}]Cl ( 2e ), [CrCl2 N -双[3,5-DMPz-甲基][EtNMe 2 ]胺}]Cl ( 2f ), CrCl 3 N -双[(3,5-DMPz)甲基][2-甲氧基苯基]胺} ( 2g )和CrCl 3 N-双[2-(3
• Alternating α-Olefin Distributions via Single and Double Insertions in Chromium-Catalyzed Ethylene Oligomerization
  作者：Atanas K. Tomov、James D. Nobbs、Juan J. Chirinos、Prabhjot K. Saini、Robert Malinowski、Sarah K. Y. Ho、Craig T. Young、David S. McGuinness、Andrew J. P. White、Mark R. J. Elsegood、George J. P. Britovsek

  DOI：10.1021/acs.organomet.6b00671

  日期：2017.2.13

  The catalytic oligomerization of ethylene with chromium-based complexes containing bis(benzimidazolemethyl)amine (BIMA) ligands results in alternating distributions of linear alpha-olefins (LAOs). Extremely high activities are obtained (>100 000 g mmol(-1) h(-1) bar(-1)) with N-alkyl-substituted BIMA ligands, whereas bulky groups on the central nitrogen or alternative central donors result in much lower activities. Variations in the ligand backbone, as well as methylation of the benzimidazole units, lead to reduction in activity. The alternating LAO distributions have been mathematically analyzed using second -order recurrence relations. The shape of the distributions is affected by ethylene pressure (1-4 bar) and by the cocatalyst to some degree. On the basis of the results and analysis presented herein, we propose that the alternating behavior originates from the ability of these chromium BIMA catalysts to undergo single as well as double ethylene insertion reactions. A minor second distribution (<5 wt %) of 2-ethyl-1-alkenes is obtained under certain conditions, resulting from incorporation of 1-butene. DFT studies (MO6L) and experimental observations regarding the reaction between AIMe(3) and the N-methyl BIMA ligand 2 have shown that deprotonation of the benzimidazole N-H units can occur, which suggests a change in coordination of the BIMA ligand under oligomerization conditions.
• US8993775B2
  申请人：——

  公开号：US8993775B2

  公开（公告）日：2015-03-31
• Chromium and nickel catalysts for oligomerization recations and process for obtaining alpha-olefins using said catalysts
  申请人：de Lazaro Casagrande Junior Osvaldo

  公开号：US20120178939A1

  公开（公告）日：2012-07-12

  The present invention refers to the synthesis of precatalysts and the use of such precatalysts in ethylene oligomerization reactions for the selective production of alpha-olefins. More specifically, it refers to the preparation and use of coordination compounds containing polydentate ligands comprising Group 6 and 10 transition metal compounds, in particular chromium (III) and nickel (II). Such catalytic precursors present high catalytic activity and selectivity for the production of alpha-olefins.

  本发明涉及预催化剂的合成以及在乙烯寡聚反应中使用这种预催化剂，以选择性地生产α-烯烃。更具体地说，它涉及含有多齿配体的配位化合物的制备和使用，包括第6和第10族过渡金属化合物，特别是铬（III）和镍（II）。这种催化前体对α-烯烃的生产具有高催化活性和选择性。