N,N'-(ethane-1,2-diyl)bis(1-(2-fluorophenyl)methanimine) | 109886-98-8

• 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,N'-(ethane-1,2-diyl)bis(1-(2-fluorophenyl)methanimine)
• 英文别名: N,N'-bis[(2-fluorophenyl)methylene]-1,2-ethanediamine；(E,E)-N,N'-(Ethane-1,2-diyl)bis[1-(2-fluorophenyl)methanimine]；1-(2-fluorophenyl)-N-[2-[(2-fluorophenyl)methylideneamino]ethyl]methanimine
• CAS: 109886-98-8
• 化学式: C₁₆H₁₄F₂N₂
• 分子量: 272.297
• InChiKey: RQCOWPPKEUPCKJ-UHFFFAOYSA-N

物化性质

• 沸点：
  377.2±37.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-(ethane-1,2-diyl)bis(1-(2-fluorophenyl)methanimine) 在 sodium tetrahydroborate 作用下， 生成 N,N'-bis(2-fluorobenzyl)ethane-1,2-diamine
  参考文献：
  名称：

  六齿锆双（氨基酚盐）配合物作为催化剂 对l-丙交酯和ε-己内酯开环聚合的比较研究†

  摘要：

  研究了一系列的双（氨基酚酸）锆配合物，用于L-丙交酯（LA）和ε-己内酯（CL）的开环聚合。带有各种螯合基团的配体对催化结果有深远的影响。其中，就CL聚合速度而言，噻吩-2-基甲基表现出最大的活性，而吡啶-2-基甲基表现出最差的性能。然而，LA聚合速率的趋势相反。动力学结果表明对[CL]和[LA]具有一阶依赖性。但是，催化剂浓度的顺序不同。聚合反应依赖于[ L OMe Zr（OBn）2CL的]，但对LA的[ L OMe Zr（OBn）2 ]具有一阶依赖性。

  DOI：

  10.1039/c4ra13236j
• 作为产物：
  描述：

  2-氟苯甲醛 、 乙二胺 以 乙醇 为溶剂， 反应 3.0h， 以51%的产率得到N,N'-(ethane-1,2-diyl)bis(1-(2-fluorophenyl)methanimine)
  参考文献：
  名称：

  二亚胺基铜（i）配合物在光氧化还原催化中的设计和应用。

  摘要：

  以高度模块化的方式制备结构不同的双（亚氨基）铜（i）配合物，并将其用作苯乙烯和烷基卤化物的ATRA反应中的铜基光催化剂。新的光催化剂显示出良好的催化活性并确保了有效的化学转化。

  DOI：

  10.1039/c9ob01331h

文献信息

• Anilido-aldimine aluminum complexes: Synthesis, characterization and lactide polymerization
  作者：Laura E.N. Allan、Justin A. Bélanger、Laura M. Callaghan、Donald J.A. Cameron、Andreas Decken、Michael P. Shaver

  DOI：10.1016/j.jorganchem.2012.02.003

  日期：2012.6

  The synthesis of six bimetallic dimethyl aluminum anilido-aldimine complexes, active for the ring opening polymerization of rac-lactide, is reported. An efficient synthetic route to these ligands utilizing isolated lithium amide salts allows for the synthesis of novel cyclohexylamide-substituted ligands, as well as improving the yields of diisopropylphenylamino-substituted ligands, with both ethyl and propyl backbones. Less sterically encumbered methylamide-substituted ligands were prepared through the condensation of ortho-methylaminobenzaldehyde with the appropriate diamine. A monometallic intermediate species, L(AlMe2), was isolated and crystallographically characterized, illustrating the preference these ligands display for bis(bidentate) coordination. L(AlMe2)(2) complexes 8-13 are efficient mediators of the ring opening polymerization of rac-lactide, with solution polymerizations displaying first-order rate constants, molecular weights very close to the theoretical values and polydispersity indexes as low as 1.07. (C) 2012 Elsevier B. V. All rights reserved.
• Catalytic improvement of titanium complexes bearing bis(aminophenolate) in ring-opening polymerization of l -lactide and ɛ-caprolactone
  作者：Hsiu-Wei Ou、Hsing-Yin Chen、His-Ching Tseng、Mon-Wei Hsiao、Yu-Lun Chang、Nai-Yuan Jheng、Yi-Chun Lai、Tzung-Yu Shih、Yu-Ting Lin、Hsuan-Ying Chen

  DOI：10.1016/j.molcata.2014.07.003

  日期：2014.11

  This study synthesized and examined a series of titanium aminophenoxide complexes as catalysts for the ring-opening polymerization of L-lactide and epsilon-caprolactone. These Ti complexes are more active for LA than for CL. The interaction between coordinating atoms of the ligands and the central metal ions has a considerable influence on the resulting catalyses. The complex with thiophenyl groups demonstrated the highest catalytic activity, due to the lability of thiophenyl groups. Rapid changes between association and dissociation can be used to tune the electronic density of Ti in order to avoid contending with the coordination of L-lactide and epsilon-caprolactone to increase activity. In addition, kinetic results indicate a first-order dependency on [(LTi)-Ti-OMe((OPr)-Pr-i)(2)] and a first-order dependency on [CL] and [LA] respectively. (C) 2014 Elsevier B.V. All rights reserved.
• Qu; Liu; Zhu, Polish Journal of Chemistry, 2005, vol. 79, # 9, p. 1535 - 1538
  作者：Qu、Liu、Zhu、Tan

  DOI：——

  日期：——
• Design and application of diimine-based copper(<scp>i</scp>) complexes in photoredox catalysis
  作者：Tamás Földesi、Gellért Sipos、Réka Adamik、Bálint Nagy、Balázs L. Tóth、Attila Bényei、Krisztina J. Szekeres、Győző G. Láng、Attila Demeter、Timothy J. Peelen、Zoltán Novák

  DOI：10.1039/c9ob01331h

  日期：——

  Structurally different bis(imino)copper(i) complexes were prepared in a highly modular manner and utilized as copper-based photocatalysts in the ATRA reactions of styrenes and alkyl halides. The new photocatalysts showed good catalytic activity and ensured efficient chemical transformations.

  以高度模块化的方式制备结构不同的双（亚氨基）铜（i）配合物，并将其用作苯乙烯和烷基卤化物的ATRA反应中的铜基光催化剂。新的光催化剂显示出良好的催化活性并确保了有效的化学转化。
• Comparative study of ring-opening polymerization of <scp>l</scp>-lactide and ε-caprolactone using zirconium hexadentate bis(aminophenolate) complexes as catalysts
  作者：Hsiu-Wei Ou、Michael Y. Chiang、Jaya Kishore Vandavasi、Wei-Yi Lu、Yen-Jen Chen、Hsi-Ching Tseng、Yi-Chun Lai、Hsuan-Ying Chen

  DOI：10.1039/c4ra13236j

  日期：——

  complexes as catalysts for the ring opening polymerization of L-lactide (LA) and ε-caprolactone (CL) were investigated. Ligands bearing various chelating groups have a profound influence on the catalysis results. Among them, the thiophen-2-yl methyl group showed the greatest activity while the pyridine-2-yl methyl group showed the worst performance with regard to the rate of CL polymerization. However

  研究了一系列的双（氨基酚酸）锆配合物，用于L-丙交酯（LA）和ε-己内酯（CL）的开环聚合。带有各种螯合基团的配体对催化结果有深远的影响。其中，就CL聚合速度而言，噻吩-2-基甲基表现出最大的活性，而吡啶-2-基甲基表现出最差的性能。然而，LA聚合速率的趋势相反。动力学结果表明对[CL]和[LA]具有一阶依赖性。但是，催化剂浓度的顺序不同。聚合反应依赖于[ L OMe Zr（OBn）2CL的]，但对LA的[ L OMe Zr（OBn）2 ]具有一阶依赖性。