N¹-(4-bromophenyl)-N¹,N⁴-diphenylbenzene-1,4-diamine | 1400809-14-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N¹-(4-bromophenyl)-N¹,N⁴-diphenylbenzene-1,4-diamine
• 英文别名: N¹-(4-bromophenyl)-N¹,N⁴-diphenylphenylenediamine；4-N-(4-bromophenyl)-1-N,4-N-diphenylbenzene-1,4-diamine
• CAS: 1400809-14-4
• 化学式: C₂₄H₁₉BrN₂
• 分子量: 415.332
• InChiKey: BTSXPQZRXDQULE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N¹-(4-bromophenyl)-N¹,N⁴-diphenylbenzene-1,4-diamine 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以26.3%的产率得到2,7,12,17,22,27-Hexakis-phenyl-2,7,12,17,22,27-hexazaheptacyclo[26.2.2.23,6.28,11.213,16.218,21.223,26]dotetraconta-1(30),3(42),4,6(41),8(40),9,11(39),13(38),14,16(37),18,20,23,25,28,31,33,35-octadecaene
  参考文献：
  名称：

  N-苯基取代的六氮杂[1 6 ]对环环烷的结构研究：合成，电化学性质和理论计算

  摘要：

  所述Ñ苯基-取代的六氮杂[1 6 ]对环芳烷（3，六聚体）已经在两个步骤中成功地合成和非共面的构象，通过高斯程序计算。电化学性质显示出许多有趣的结果，每个重叠的氧化波都包含两电子转移。

  DOI：

  10.1021/jo301436g
• 作为产物：
  描述：

  对溴碘苯 、 N,N'-二苯基-1,4-苯二胺 在 18-冠醚-6 、 铜 、 potassium carbonate 作用下， 以 邻二氯苯 为溶剂， 反应 3.0h， 以11%的产率得到N¹-(4-bromophenyl)-N¹,N⁴-diphenylbenzene-1,4-diamine
  参考文献：
  名称：

  N-苯基取代的六氮杂[1 6 ]对环环烷的结构研究：合成，电化学性质和理论计算

  摘要：

  所述Ñ苯基-取代的六氮杂[1 6 ]对环芳烷（3，六聚体）已经在两个步骤中成功地合成和非共面的构象，通过高斯程序计算。电化学性质显示出许多有趣的结果，每个重叠的氧化波都包含两电子转移。

  DOI：

  10.1021/jo301436g

文献信息

• Multistate near-infrared electrochromism and electron transfer in different oligotriphenylamine systems
  作者：Jing Zhang、Guotao Liu、Xiao-Yan Wang、Guang-Ao Yu、Jun Yin、Sheng-Hua Liu

  DOI：10.1016/j.dyepig.2017.05.007

  日期：2017.8

  Four oligomeric triarylamine compounds (diamine la, triamine lb, tetramine lc and pentamine 1d) were prepared and characterized by 1H NMR, mass spectrometry and elemental analysis. The combined results of cyclic voltammetry, square-wave voltammetry and UV vis NIR spectroelectrochemistry, as well as density functional theory, reveal that compounds la ld display two to five steps of oxidation processes, respectively, and the AE1/2 and Kc values were still remarkable for the relatively long pentamine, though they all decreased with an increase of the triphenylamine unit. These four compounds all exhibit fascinating redox-tuned multiple NIR absorption characteristics, and a completely reversible multicolor electrochromism for each of them could be synchronously realized. The associated mono cationic [1a]-[1d](+) could be classified as moderately-coupled Robin Day class H mixed-valence systems, which could be stabilized by spin delocalization over at least two adjacent amine units. (C) 2017 Elsevier Ltd. All rights reserved.
• Studies on the Structure of <i>N</i>-Phenyl-Substituted Hexaaza[1₆]paracyclophane: Synthesis, Electrochemical Properties, And Theoretical Calculation
  作者：Te-Fang Yang、Kuo Yuan Chiu、Hsu-Chun Cheng、Yen Wei Lee、Ming Yu Kuo、Yuhlong Oliver Su

  DOI：10.1021/jo301436g

  日期：2012.10.5

  The N-phenyl-substituted hexaaza[16]paracyclophane (3, hexamer) has been synthesized successfully in two steps and the noncoplanar conformation was calculated by Gaussian program. The electrochemical properties exhibited lots of interesting results and each overlapping oxidative wave contained two-electron transfer.

  所述Ñ苯基-取代的六氮杂[1 6 ]对环芳烷（3，六聚体）已经在两个步骤中成功地合成和非共面的构象，通过高斯程序计算。电化学性质显示出许多有趣的结果，每个重叠的氧化波都包含两电子转移。