2,3-bis[N,N-(2-trifluoromethylphenyl)imino]butane | 49673-30-5

• 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: 2,3-bis[N,N-(2-trifluoromethylphenyl)imino]butane
• 英文别名: N,N'-di(2-trifluoromethylphenyl)-2,3-diiminobutane；2,3-Bis(2-trifluoromethylphenylimino)butane；2-N,3-N-bis[2-(trifluoromethyl)phenyl]butane-2,3-diimine
• CAS: 49673-30-5
• 化学式: C₁₈H₁₄F₆N₂
• 分子量: 372.313
• InChiKey: WPQJHEYRELZHGR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 2,3-bis[N,N-(2-trifluoromethylphenyl)imino]butane 以 甲苯 为溶剂， 反应 2.0h， 以81%的产率得到
  参考文献：
  名称：

  （α-二胺）M（CO）3 Br，M = Mn，Re，配合物的合成，光谱和电化学：等电子至联吡啶的配体显示出CO 2还原的差异

  摘要：

  合成和表征新的Mn（I）和Re（I）为中心的有机金属配合物与1,4-二氮杂丁二烯（DAB）配体形成。通过五个配体与M的配位，获得了十种fac-（α-diimine）M（CO）3 Br（M = Mn，Re）类型的化合物，收率中等至极佳（35–80％），且纯度高（CO）5 Br在回流的乙醇中。尽管DAB与2,2'-联吡啶具有电子相似性，但本文所述的配合物是电化学CO 2转化为CO的弱介体，但提供了氧化还原活性配体在催化中的作用的见解。单电子还原rh化合物，CO 2中的相关中间体的其他表征 描述了通过EPR和单晶X射线分析进行的还原。

  DOI：

  10.1021/om500838z
• 作为产物：
  描述：

  2,3-丁二酮 、 邻氨基三氟甲苯 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 40.0h， 生成 2,3-bis[N,N-(2-trifluoromethylphenyl)imino]butane
  参考文献：
  名称：

  New α-diimine nickel complexes—Synthesis and catalysis of alkene oligomerization reactions

  摘要：

  Three alpha-diimine complexes of Ni-II of the general formula {2,3-bis[N,N-(aryl)imino]butane}NiBr2 with aryl groups 2,3,5,6-F-4-C6H, 2-CF3-C6H4 and 2,4-(CH3)(2)-C6H3 were synthesized and used as catalyst precursors in oligomerization reactions of ethylene and propylene. Oligomerization catalysts were produced by activating the complexes with AlEt2Cl, Al2Et3Cl3, and with combinations of these compounds and PPh3. The catalysts convert ethylene into low molecular-weight materials (liquids and waxes) with oligomer chains containing 15-20 mol.% of methyl branches and 4-6 mol.% of ethyl branches, which are apparently produced in "chain-walking" reactions of active centers along oligomer chains. Oligomerization of propylene yields a variety of light products, mostly dimers, which are formed in primary and secondary insertion reactions of propylene into Ni-H and Ni-C bonds in active centers. Reaction schemes of oligomer formation are discussed. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2016.07.024
• 作为试剂：
  描述：

  四氟丙醇 、 2,5-二溴对苯二甲酸 在 2,3-bis[N,N-(2-trifluoromethylphenyl)imino]butane 、 copper(ll) bromide sodium hydride 、 盐酸 作用下， 以 四氢呋喃 、 四氟丙醇 、 水 为溶剂， 反应 48.0h， 生成 2,5-bis(2,2,3,3-tetrafluoropropoxy)terephthalic acid
  参考文献：
  名称：

  [EN] PROCESS FOR THE SYNTHESIS OF FLUORINATED ETHERS OF AROMATIC ACIDS
  [FR] PROCÉDÉ DE SYNTHÈSE D'ÉTHERS FLUORÉS D'ACIDES AROMATIQUES

  摘要：

  公开号：

  WO2011028862A3

文献信息

• Tuning the overpotential of electrocatalytically active cyclopentadienylnickel complexes containing 1,4-diaza-1,3-butadienes (DAB) for proton reduction
  作者：Christina Sondermann、Mark R. Ringenberg

  DOI：10.1039/c7dt00960g

  日期：——

  The complexes [CpNi(DAB)]BF₄, Cp = cyclopentadienyl, DAB = substituted 1,4-diaza-1,3-butadienes, undergo two reduction processes.

  这个句子的中文翻译是：“复合物[CpNi(DAB)]BF₄，其中Cp代表环戊二烯基，DAB代表取代的1,4-二氮杂-1,3-丁二烯，经历了两个还原过程。”
• Synthesis, Spectroscopy, and Electrochemistry of (α-Diimine)M(CO)₃Br, M = Mn, Re, Complexes: Ligands Isoelectronic to Bipyridyl Show Differences in CO₂ Reduction
  作者：Matthew V. Vollmer、Charles W. Machan、Melissa L. Clark、William E. Antholine、Jay Agarwal、Henry F. Schaefer、Clifford P. Kubiak、Justin R. Walensky

  DOI：10.1021/om500838z

  日期：2015.1.12

  The synthesis and characterization of new Mn(I)- and Re(I)-centered organometallic complexes fashioned with 1,4-diazabutadiene (DAB) ligands is reported. Ten compounds of the type fac-(α-diimine)M(CO)3Br (M = Mn, Re) were obtained in moderate to excellent yield (35–80%) and high purity from the coordination of the five ligands with M(CO)5Br in refluxing ethanol. Despite the electronic similarity of

  合成和表征新的Mn（I）和Re（I）为中心的有机金属配合物与1,4-二氮杂丁二烯（DAB）配体形成。通过五个配体与M的配位，获得了十种fac-（α-diimine）M（CO）3 Br（M = Mn，Re）类型的化合物，收率中等至极佳（35–80％），且纯度高（CO）5 Br在回流的乙醇中。尽管DAB与2,2'-联吡啶具有电子相似性，但本文所述的配合物是电化学CO 2转化为CO的弱介体，但提供了氧化还原活性配体在催化中的作用的见解。单电子还原rh化合物，CO 2中的相关中间体的其他表征 描述了通过EPR和单晶X射线分析进行的还原。
• New α-diimine nickel complexes—Synthesis and catalysis of alkene oligomerization reactions
  作者：Laura A. Rishina、Yury V. Kissin、Svetlana S. Lalayan、Svetlana C. Gagieva、Dmitri A. Kurmaev、Vladislav A. Tuskaev、Boris M. Bulychev

  DOI：10.1016/j.molcata.2016.07.024

  日期：2016.11

  Three alpha-diimine complexes of Ni-II of the general formula 2,3-bis[N,N-(aryl)imino]butane}NiBr2 with aryl groups 2,3,5,6-F-4-C6H, 2-CF3-C6H4 and 2,4-(CH3)(2)-C6H3 were synthesized and used as catalyst precursors in oligomerization reactions of ethylene and propylene. Oligomerization catalysts were produced by activating the complexes with AlEt2Cl, Al2Et3Cl3, and with combinations of these compounds and PPh3. The catalysts convert ethylene into low molecular-weight materials (liquids and waxes) with oligomer chains containing 15-20 mol.% of methyl branches and 4-6 mol.% of ethyl branches, which are apparently produced in "chain-walking" reactions of active centers along oligomer chains. Oligomerization of propylene yields a variety of light products, mostly dimers, which are formed in primary and secondary insertion reactions of propylene into Ni-H and Ni-C bonds in active centers. Reaction schemes of oligomer formation are discussed. (C) 2016 Elsevier B.V. All rights reserved.