N-(3,5-di-tert-butyl-salicylidene)-2,3,5,6-tetrafluoroaniline | 657429-17-9

• 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: N-(3,5-di-tert-butyl-salicylidene)-2,3,5,6-tetrafluoroaniline
• 英文别名: N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetrafluoroaniline；N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetraluoroaniline；3,5-di-tert-butylsalicylidene-2,3,5,6-tetrafluoroanilinate；N-(3,5-di-t-butylsalicylidene)-2,3,5,6-tetrafluoroaniline；2,4-ditert-butyl-6-[(2,3,5,6-tetrafluorophenyl)iminomethyl]phenol
• CAS: 657429-17-9
• 化学式: C₂₁H₂₃F₄NO
• 分子量: 381.413
• InChiKey: GQWRYTPMBHSXCM-UHFFFAOYSA-N

物化性质

• 沸点：
  461.6±45.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-(3,5-di-tert-butyl-salicylidene)-2,3,5,6-tetrafluoroaniline 在 ammonium cerium (IV) nitrate 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 反应 0.83h， 生成
  参考文献：
  名称：

  Polyfluorinated Pd(II)-3,5-di-tert-butylsalicylaldimenes complexes: Synthesis, structure, spectroscopy, redox behaviors and catalytic activity

  摘要：

  A series of new polyfluorinated palladium(II) complexes (7-12) of N-polyfluoropheny1-3,5-di-tert-butylsalicylaldimines (1-6) have been synthesized. They were characterized by analytical, spectroscopic (UV/Vis, IR, H-1 NMR, and ESR), electrochemical methods and their chemical oxidation and hydrogenation catalytic activity were studied. The X-ray crystal structure analysis of bis[N-(3,5-di-tert-butylsalicylidene)-F5Ph]Pd(II) (12) revealed a slightly distorted square-planar trans-PdN2O2 geometry around the palladium center. The UV/Vis and EPR results indicate that chemical oxidation of 7-10 by Ce(IV) in CHCl3 generates relatively stable Pd(II)-phenoxyl radical complexes (g = 2.0044-2.0062). The results of chemical and electrochemical oxidation of 1-12, as well as the catalytic activity of 7-10 complexes in the hydrogenation of PhNO2 were presented. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2013.01.015
• 作为产物：
  描述：

  3,5-二叔丁基水杨醛 、 2,3,5,6-四氟苯胺 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 20.0h， 以74%的产率得到N-(3,5-di-tert-butyl-salicylidene)-2,3,5,6-tetrafluoroaniline
  参考文献：
  名称：

  [EN] CATALYST AND PROCESS FOR PREPARATION OF TERMOELASTOPLASTIC POLYOLEFINS
  [FR] CATALYSEUR ET PROCESSUS DESTINES A LA PREPARATION DE POLYOLEFINES THERMOELASTOPLASTIQUES

  摘要：

  一种催化剂组合和制备物理交联可回收热塑性聚烯烃的方法，简化了加工过程。特别是这种新的催化剂组合和方法对于制备超高分子量同构聚合物和单模高斯分子量分布的共聚物非常有用，单体为线性和环烯烃不饱和化合物，其同构度在15%到70%的范围内，重均分子量在30万至400万克/摩尔范围内，多分散度在1.4到12的范围内，以及沿聚合物链的立体错配的统计分布。该催化剂包括过渡金属的苯氧基亚胺型配合物与MAO型活化剂的组合。

  公开号：

  WO2004092190A1

文献信息

• Effect of trimethylaluminum on the formation of active sites of the catalytic system bis[N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetrafluoroanilinato]titanium(IV) dichloride—MAO and catalytic isomerization of hex-1-ene
  作者：N. M. Bravaya、E. E. Faingol’d、O. N. Babkina、L. A. Petrova、V. D. Makhaev、S. Ch. Gagieva、V. A. Tuskaev、B. M. Bulychev

  DOI：10.1007/s11172-011-0218-4

  日期：2011.7

  The transformations of bis[N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetrafluoroanilinato]-titanium(iv) dichloride (L2TiCl2) occurring in toluene under the action of methylalumoxane (MAO) were studied by 1H NMR spectroscopy. The commercially available MAO containing trimethylaluminum (AlMe3) and MAO free of AlMe3 (the so called “dry” MAO) were used. The catalytic transformations of hex-1-ene involving the systems L2TiCl2-MAO were studied. We proposed the structures of the cationic titanium complexes formed in the absence and in the presence of hex-1-ene under the action of MAO. In the absence of olefin, neutral and cationic titanium complexes are decomposed under the action of AlMe3 according to the exchange reaction of the complex ligand with the methyl groups of AlMe3 to form LAlMe2. The neutral complexes react considerably faster than the cationic ones. In the presence of olefin, decomposition of complexes under the action of AlMe3 is suppressed. The titanium complex activated by “dry” MAO isomerizes hex-1-ene to hex-2-ene. In the presence of large amounts of TMA (commercial MAO), this reaction does not take place.

  在甲基铝氧烷（MAO）的作用下，研究了双[N-(3,5-二叔丁基水杨基)-2,3,5,6-四氟苯胺]钛（IV）二氯化物（L2TiCl2）在甲苯中的转变过程。使用了含有三甲基铝（AlMe3）的商业MAO和不含AlMe3的“干”MAO。研究了涉及系统L2TiCl2-MAO的己-1-烯的催化转化过程。我们提出了在MAO作用下，缺乏己-1-烯和存在己-1-烯时形成的阳离子钛络合物的结构。在缺乏烯烃的情况下，中性和阳离子钛络合物在AlMe3的作用下会根据络合物配体与AlMe3的甲基之间的交换反应分解，形成LAlMe2。中性络合物的反应速度明显快于阳离子络合物。在烯烃存在的情况下，络合物在AlMe3作用下的分解被抑制。由“干”MAO活化的钛络合物将己-1-烯异构化为己-2-烯。在存在大量TMA（商业MAO）的情况下，该反应不会发生。
• Mechanochemical synthesis of zirconium and hafnium phenoxyimine complexes L2MCl2 (L = N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetrafluoroanilinate anion) and their catalytic properties in ethylene polymerization
  作者：V. D. Makhaev、L. A. Petrova、N. M. Bravaya、E. E. Faingol’d、E. V. Mukhina、A. N. Panin、S. Ch. Gagieva、V. A. Tuskaev、B. M. Bulychev

  DOI：10.1007/s11172-014-0631-6

  日期：2014.7

  A new method for preparation of zirconium and hafnium phenoxyimine complexes L2MCl2 (L is N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetrafluoroanilinate anion, M = Zr, Hf) by the solid state interaction of N-(3,5-di-tert-butylsalicylidene)-2,3,5,6-tetrafluoroaniline, the corresponding metal chlorides, and sodium hydride under mechanical activation followed by heating of the activated mixture was developed

  一种固相制备锆铪苯氧亚胺配合物L2MCl2(L为N-(3,5-二叔丁基水杨亚基)-2,3,5,6-四氟苯胺阴离子，M=Zr,Hf)的新方法开发了 N-(3,5-二叔丁基水杨烯)-2,3,5,6-四氟苯胺、相应的金属氯化物和氢化钠在机械活化下的相互作用，然后加热活化的混合物。所得配合物在乙烯聚合反应中具有较高的催化活性。
• Synthesis, characterization and effect of the fluorine substitution on the redox reactivity and in vitro anticancer behaviors of N-polyfluorophenyl-3,5-di-tert-butylsalicylaldimines and their Cu(II) complexes
  作者：V.T. Kasumov、F. Süzergöz、E. Sahin、Ö. Çelik、M. Aslanoğlu

  DOI：10.1016/j.jfluchem.2014.03.011

  日期：2014.6

  A series of new polyfluorinated bis(N-C6FnH5−n3,5-tBu2salicylaldiminato)Cu(II) [n = 2; 2,4-F2C6H3-3,5-DTBS (1), 2,5-F2C6H3-3,5-DTBS (2), 2,6-F2C6H3-3,5-DTBS (3); n = 3; 2,3,4-F3C6H2-3,5-DTBS (4), n = 4; 2,3,5,6-F4C6H-3,5-DTBS (5), n = 5; 2,3,4,5,6-F5C6-3,5-DTBS (6); where 3,5-DTBS is 3,5-tBu2salicylaldiminato] with N-polyfluorophenyl-3,5-di-tert-butylsalicylaldi-mines (HL1–HL6) have been synthesized

  一系列新的多氟化双（Ñ -C 6 ˚F ñ ħ 5- Ñ 3,5-吨卜2水杨醛）的Cu（II）[ Ñ  = 2; 2,4-F 2 C ^ 6 ħ 3 -3,5- DTBS（1），2,5--F 2 C ^ 6 ħ 3 -3,5- DTBS（2），2,6--F 2 C ^ 6 ħ 3 -3,5- DTBS（3）; n  = 3；2,3,4-F 3 c ^ 6 ħ 2 -3,5- DTBS（4），Ñ = 4; 2,3,5,6--F 4 Ç 6 H-3,5- DTBS（5），Ñ  = 5; 2,3,4,5,6-F 5 C ^ 6 -3,5- DTBS（6）; 其中3,5- DTBS是3,5-吨卜2水杨]与Ñ -polyfluorophenyl -3,5-二-叔-butylsalicylaldi地雷（HL 1 - HL 6）已经被合成。通过分析，光谱（UV / VIS，FT-IR，它们的结构，化学和
• ——
  作者：S. Ch. Gagieva、T. A. Sukhova、D. V. Savinov、V. A. Optov、N. M. Bravaya、Yu. N. Belokon'、B. M. Bulychev

  DOI：10.1023/a:1026175815338

  日期：——

  The titanium salicylideneimino complex TiCl2eta(2)-1-[NR=C(H)]-2-O-3,5-Bu-2(t)-C6H2}(2) (R = 2,3,5,6-F4C6H) was synthesized. In the presence of polymethylaluminoxane, the complex efficiently catalyzes polymerization of ethylene and, to a lesser degree, atactic propylene. The resulting polymers are characterized by high melting points, molecular weights, and polydispersity indices, as well as elastomeric (polypropylene) properties.
• Polyfluorinated Pd(II)-3,5-di-tert-butylsalicylaldimenes complexes: Synthesis, structure, spectroscopy, redox behaviors and catalytic activity
  作者：Veli T. Kasumov、Ertan Sahin

  DOI：10.1016/j.saa.2013.01.015

  日期：2013.4

  A series of new polyfluorinated palladium(II) complexes (7-12) of N-polyfluoropheny1-3,5-di-tert-butylsalicylaldimines (1-6) have been synthesized. They were characterized by analytical, spectroscopic (UV/Vis, IR, H-1 NMR, and ESR), electrochemical methods and their chemical oxidation and hydrogenation catalytic activity were studied. The X-ray crystal structure analysis of bis[N-(3,5-di-tert-butylsalicylidene)-F5Ph]Pd(II) (12) revealed a slightly distorted square-planar trans-PdN2O2 geometry around the palladium center. The UV/Vis and EPR results indicate that chemical oxidation of 7-10 by Ce(IV) in CHCl3 generates relatively stable Pd(II)-phenoxyl radical complexes (g = 2.0044-2.0062). The results of chemical and electrochemical oxidation of 1-12, as well as the catalytic activity of 7-10 complexes in the hydrogenation of PhNO2 were presented. (c) 2013 Elsevier B.V. All rights reserved.