2-benzyl-1,10-phenanthroline | 163231-36-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 2-benzyl-1,10-phenanthroline
• CAS: 163231-36-5
• 化学式: C₁₉H₁₄N₂
• 分子量: 270.334
• InChiKey: MMYPHRAOQIYWON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-benzyl-1,10-phenanthroline 在 硫酸 、 硝酸 作用下， 反应 2.0h， 以70%的产率得到2-(2',4'-dinitrobenzyl)-1,10-phenanthroline
  参考文献：
  名称：

  Long-lived photoinduced proton transfer processes

  摘要：

  通过光诱导质子转移过程，辐照菲罗啉二硝基苄基化合物 3 生成一种长寿命同系物，其寿命是母体化合物 1a 的 5 × 103 倍。

  DOI：

  10.1039/c39950000713
• 作为产物：
  描述：

  1,10-菲罗啉 、 benzyllithium 以 甲苯 为溶剂， 生成 2-benzyl-1,10-phenanthroline
  参考文献：
  名称：

  N ortho acyl substituted nitrogen-containing heterocyclic compound and process for preparing aminal iron (II) complexes thereof

  摘要：

  提供了一种制备N-邻酰基取代的含氮杂环化合物及其酰胺铁（II）络合物的过程，以及所述过程获得的络合物在烯烃寡聚催化剂中的应用。本发明中的N-邻酰基取代的含氮杂环化合物例如为2-酰基-1,10-邻菲啰啉或2,6-二乙酰吡啶，如b式所示，本发明中的N-邻酰基取代的含氮杂环化合物是通过在取代或未取代的硝基苯中对其前体进行反应而产生的。本发明中所提供的前体如式I所示，可由1,10-邻菲啰啉与三烷基铝或卤代烷基铝RnAIXm或取代或未取代苄基锂Ph′CH2Li反应，随后进行水解得到。本发明提供的制备方法具有较少的合成步骤，简便的工艺，低毒性效应，降低了催化剂的制备成本，并在工业应用中展现出良好的前景。

  公开号：

  US09266982B2

文献信息

• A new practical approach towards the synthesis of unsymmetric and symmetric 1,10-phenanthroline derivatives at room temperature
  作者：Yongfeng Cheng、Xuesong Han、Huangche Ouyang、Yu Rao

  DOI：10.1039/c2cc17208a

  日期：——

  An efficient method towards synthesis of 1,10-phenanthrolines is described. Through Lewis acid-catalyzed annulation reaction between 3-ethoxycyclobutanones and 8-aminoquinolines, a variety of unsymmetric and symmetric 1,10-phenanthroline derivatives were readily prepared with high regioselectivity at room temperature.

  描述了一种合成1,10-苯并吡啶的高效方法。通过路易斯酸催化的环化反应，3-乙氧基环丁酮与8-氨基喹啉反应，可以在室温下高选择性地制备多种不对称和对称的1,10-苯并吡啶衍生物。
• Long-lived photoinduced proton transfer processes
  作者：Yoav Eichen、Jean-Marie Lehn、Michael Scherl、Dietrich Haarer、Roger Casalegno、Anne Corval、Karla Kuldova、H. Peter Trommsdorff

  DOI：10.1039/c39950000713

  日期：——

  Irradiation of the phenanthroline–dinitrobenzyl compound 3 generates, via a photoinduced proton transfer process, a long-lived tautomer having a lifetime about 5 × 103 times longer than that of the parent compound 1a.

  通过光诱导质子转移过程，辐照菲罗啉二硝基苄基化合物 3 生成一种长寿命同系物，其寿命是母体化合物 1a 的 5 × 103 倍。
• N ORTHO ACYL SUBSTITUTED NITROGEN-CONTAINING HETEROCYCLIC COMPOUND AND PROCESS FOR PREPARING AMINAL IRON (II) COMPLEXES THEREOF
  申请人：Liu Jun

  公开号：US20130267708A1

  公开（公告）日：2013-10-10

  Provided are a process for preparing an N ortho acyl substituted nitrogen-containing heterocyclic compound and an aminal iron (II) complex thereof, and the use of the complexes obtained by the process in an olefin oligomerization catalyst. The N ortho acyl substituted nitrogen-containing heterocyclic compound in the present invention is for example 2-acyl-1,10-phenanthroline or 2,6-diacetyl pyridine as shown in formula b, and the N ortho acyl substituted nitrogen-containing heterocyclic compound in the present invention is produced by a reaction of a precursor thereof in a substituted or unsubstituted nitrobenzene. Preferably the precursor shown in formula I in the present invention is produced by 1,10-phenanthroline reacting with trialkyl aluminum, or a halogenoalkyl aluminum R n AlX m , or a substituted or unsubstituted benzyl lithium 2 Li, followed by hydrolysis. The preparation method provided in the present invention has a few synthetic steps, an easy process, a low toxic effect, and reduces the preparation costs of the catalyst, and has a promising outlook in the industrial application.
• US9266982B2
  申请人：——

  公开号：US9266982B2

  公开（公告）日：2016-02-23
• Proton-Transfer Processes in Well-Defined Media:  Experimental Investigation of Photoinduced and Thermal Proton-Transfer Processes in Single Crystals of 2-(2,4-Dinitrobenzyl)pyridine Derivatives
  作者：Michael Scherl、Dietrich Haarer、Jean Fischer、André DeCian、Jean-Marie Lehn、Yoav Eichen

  DOI：10.1021/jp9609242

  日期：1996.1.1

  A detailed spectroscopic study of photoinduced and thermally activated proton-transfer processes for a series of different crystals of 2-(2,4-dinitrobenzyl)pyridine derivatives has been performed. The quantitative analysis of ground- and excited-state activation barriers and preexponential factors in deuterated and nondeuterated crystals shows clearly that the observed photochromism is linked to a proton-transfer process. Furthermore, it is clearly seen that the supramolecular environment of the transferred proton participates in the proton-transfer process. These supramolecular effects control the relative rates and efficiencies of the observed proton-transfer processes in both the ground and excited state, yielding, at room temperature, photoproducts having lifetimes ranging between hours and weeks. At least two proton-accepting groups may be active in the abstraction of the proton from its relatively stable benzylic position. Additionally, low-temperature measurements of proton-transfer processes show that tunneling processes prevail at temperatures below 100 K only in the excited state. No evidence for tunneling could be found for ground-state processes.