1-(4-溴苯基)-4-苯基哌嗪 | 14960-90-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(4-溴苯基)-4-苯基哌嗪
• 英文名称: 1-(4-bromophenyl)-4-phenylpiperazine
• CAS: 14960-90-8
• 化学式: C₁₆H₁₇BrN₂
• 分子量: 317.228
• InChiKey: PBHXYBDLWFAJTL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-(4-溴苯基)-4-苯基哌嗪 在 正丁基锂 、 三甲基溴硅烷 、 溶剂黄146 作用下， 反应 1.17h， 生成
  参考文献：
  名称：

  Chromophore Structure, Second Harmonic Generation, and Orientational Order in Zirconium Phosphonate/Phosphate Self-Assembled Multilayers

  摘要：

  Two new phosphonate-terminated polar azo dyes, one that is substantially rigid (1) and the other with a large molecular hyperpolarizability (2), were designed and incorporated into zirconium-based surface multilayers. Second harmonic generation (SHG) was observed from the multilayers as a function of incident and polarization angles and compared with that from the previously reported aminophenylazophenylphosphonic acid chromophore 3. The new dyes are analogous to moieties commonly used in electric field-poled polymers, allowing comparisons between the polymers and the multilayers. Apparent order parameters (cos(3) theta) are >0.2 for 1 and approximate to 0.16 for 2. Because of local field effects, the value for 1 is probably a lower limit. Use of other dyes that are both rigid and highly polar led to H-aggregation. Insertion of a nonpolar chromophore layer among the polar layers had no effect on SHG. The syntheses involved several novel reactions, involving the preparation of an unsymmetrically substituted diphenylpiperazine, an anilinoalkyl phosphonate, and the deprotected phosphonic acids themselves.

  DOI：

  10.1021/ja00094a019
• 作为产物：
  描述：

  4-溴苯胺 、 N,N-双(2-氯乙基)苯胺 在 碳酸氢钠 、 sodium iodide 作用下， 以 乙二醇 为溶剂， 反应 1.0h， 以58%的产率得到1-(4-溴苯基)-4-苯基哌嗪
  参考文献：
  名称：

  Chromophore Structure, Second Harmonic Generation, and Orientational Order in Zirconium Phosphonate/Phosphate Self-Assembled Multilayers

  摘要：

  Two new phosphonate-terminated polar azo dyes, one that is substantially rigid (1) and the other with a large molecular hyperpolarizability (2), were designed and incorporated into zirconium-based surface multilayers. Second harmonic generation (SHG) was observed from the multilayers as a function of incident and polarization angles and compared with that from the previously reported aminophenylazophenylphosphonic acid chromophore 3. The new dyes are analogous to moieties commonly used in electric field-poled polymers, allowing comparisons between the polymers and the multilayers. Apparent order parameters (cos(3) theta) are >0.2 for 1 and approximate to 0.16 for 2. Because of local field effects, the value for 1 is probably a lower limit. Use of other dyes that are both rigid and highly polar led to H-aggregation. Insertion of a nonpolar chromophore layer among the polar layers had no effect on SHG. The syntheses involved several novel reactions, involving the preparation of an unsymmetrically substituted diphenylpiperazine, an anilinoalkyl phosphonate, and the deprotected phosphonic acids themselves.

  DOI：

  10.1021/ja00094a019

文献信息

• Synthesis of some new distyrylbenzene derivatives using immobilized Pd on an NHC-functionalized MIL-101(Cr) catalyst: photophysical property evaluation, DFT and TD-DFT calculations
  作者：Esmaeil Niknam、Ali Mahmoodi、Farhad Panahi、Maryam Heydari Dokoohaki、Amin Reza Zolghadr、Ali Khalafi-Nezhad

  DOI：10.1039/d1ra00457c

  日期：——

  [Pd-NHC-MIL-101(Cr)] was investigated in the synthesis of distyrylbenzene derivatives using the Heck reaction. The Pd-NHC-MIL-101(Cr) catalyst showed high efficiency in the synthesis of these π-conjugated materials and products were obtained in high yields with low Pd-contamination based on ICP analysis. The photophysical behaviors for some of the synthesized distyrylbenzene derivatives were evaluated. The DFT and

  本研究研究了基于金属有机骨架[Pd-NHC-MIL-101(Cr)]的多相Pd催化剂体系在Heck反应合成二苯乙烯基苯衍生物中的催化应用。Pd-NHC-MIL-101(Cr) 催化剂在合成这些 π 共轭材料方面表现出高效率，并且根据 ICP 分析，以高产率获得了低 Pd 污染的产品。评估了一些合成的二苯乙烯基苯衍生物的光物理行为。采用 DFT 和 TD-DFT 方法确定了新合成的供体-π-受体 (D-π-A) 分子在气相和液相中的优化分子几何结构、带隙能量以及电子吸收和发射波长。各种溶剂采用化学模型B3LYP/6-31+G(d,p)水平的理论。
• Palladium-Catalyzed Cyanation of Aryl Halides Using Formamide and Cyanuric Chloride as a New “CN” Source
  作者：Esmaeil Niknam、Farhad Panahi、Ali Khalafi-Nezhad

  DOI：10.1002/ejoc.202000117

  日期：2020.5.14

  Combination of formamide and cyanuric chloride afforded a new combined “CN” source which is highly stable and safe and can be used in organic cyanation transformation reactions instead of common cyanide sources. This study unfolds the efficient Pd‐catalyzed cyanation of aryl halides using TCT‐formamide reagent as a new combined “CN” source.

  甲酰胺和氰尿酰氯的组合提供了一种新的组合“ CN”源，该源高度稳定且安全，可代替常规氰化物源用于有机氰化转化反应中。这项研究利用TCT-甲酰胺试剂作为新的组合“ CN”源，揭示了钯在芳基卤化物上的高效钯催化氰化反应。
• Immobilized Pd on a NHC functionalized metal–organic framework MIL‐101(Cr): an efficient heterogeneous catalyst in Suzuki−Miyaura coupling reaction in water
  作者：Esmaeil Niknam、Farhad Panahi、Ali Khalafi‐Nezhad

  DOI：10.1002/aoc.5470

  日期：2020.4

  A novel Pd−NHC functionalized metal–organic framework (MOF) based on MIL‐101(Cr) was synthesized and used as an efficient heterogeneous catalyst in the C‐C bond formation reactions. Using this heterogeneous Pd catalyst system, the Suzuki−Miyaura coupling reaction was accomplished well in water, and coupling products were obtained in good to excellent yields in short reaction time. The Pd−NHC−MIL‐101(Cr)

  合成了一种基于MIL-101（Cr）的新型Pd-NHC官能化金属有机骨架（MOF），并将其用作CC键形成反应中的高效多相催化剂。使用这种多相钯催化剂体系，Suzuki-Miyaura偶联反应可以在水中很好地完成，并且可以在短时间内以良好的收率获得优异的偶联产物。Pd-NHC-MIL-101（Cr）使用一些不同的技术进行了表征，包括傅立叶变换红外，X射线衍射，扫描电子显微镜，能量色散X射线光谱，透射电子显微镜（TEM），X-射线光电子能谱，电感耦合等离子体和元素分析。显微技术显示出MIL-101（Cr）的离散八面体结构，在化学改性过程中制备催化剂体系后也很稳定。催化剂的TEM图像表明存在固定在催化剂结构中的钯纳米颗粒，而未使用还原剂。看起来MOF结构中的NHC基团和咪唑部分可以将Pd（II）还原为Pd（0）物种。这种改性的MOF底物还可以防止Pd纳米粒子聚集，从而使它们在有机转化中具有很高的