N-(3-bromo-4-vinylphenyl)-N-(4-methoxypheny)-N-(4-vinylphenyl)amine | 876732-73-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(3-bromo-4-vinylphenyl)-N-(4-methoxypheny)-N-(4-vinylphenyl)amine
• 英文别名: n-(3-Bromo-4-vinylphenyl)-n-(4-methoxyphenyl)-n-(4-vinylphenyl)amine；3-bromo-4-ethenyl-N-(4-ethenylphenyl)-N-(4-methoxyphenyl)aniline
• CAS: 876732-73-9
• 化学式: C₂₃H₂₀BrNO
• 分子量: 406.322
• InChiKey: QZMNRSXDVWITNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-[N-(4-甲氧基苯基)氨基]苯甲醛 在 tris-(dibenzylideneacetone)dipalladium(0) 、 正丁基锂 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 64.5h， 生成 N-(3-bromo-4-vinylphenyl)-N-(4-methoxypheny)-N-(4-vinylphenyl)amine
  参考文献：
  名称：

  Room-Temperature High-Spin Organic Single Molecule:  Nanometer-Sized and Hyperbranched Poly[1,2,(4)-phenylenevinyleneanisylaminium]

  摘要：

  Poly[1,2,(4)-phenylenevinyleneanisylaminium] 1 was synthesized by one-pot palladium-catalyzed polycondensation of N-(3-bromo-4-vinylphenyl)-N-(4-methoxyphenyl)-N-(4-vinylphenyl)amine 3 and subsequent oxidation with the thianthrene cation radical tetrafluoroborate: compound 1 three-directionally satisfies a non-Kekule-type pi-conjugation and the ferromagnetic connectivity of the unpaired electrons of the triarylaminium cationic radical. The average molecular weight of the polymer was 4700-5900 (degree of polymerization = 11-14), which gave a single molecular-based and globular-shaped image of ca. 15 nm diameter by atomic and magnetic force microscopies under ambient conditions. The aminium polyradical 1 with a spin concentration (determined by iodometry) of 0.65 spin/unit displayed an average S (spin quantum number) value of (7)/(2) even at 70 degrees C according to NMR and magnetization measurements.

  DOI：

  10.1021/ja0569611

文献信息

• Room-Temperature High-Spin Organic Single Molecule:  Nanometer-Sized and Hyperbranched Poly[1,2,(4)-phenylenevinyleneanisylaminium]
  作者：Eiji Fukuzaki、Hiroyuki Nishide

  DOI：10.1021/ja0569611

  日期：2006.1.1

  Poly[1,2,(4)-phenylenevinyleneanisylaminium] 1 was synthesized by one-pot palladium-catalyzed polycondensation of N-(3-bromo-4-vinylphenyl)-N-(4-methoxyphenyl)-N-(4-vinylphenyl)amine 3 and subsequent oxidation with the thianthrene cation radical tetrafluoroborate: compound 1 three-directionally satisfies a non-Kekule-type pi-conjugation and the ferromagnetic connectivity of the unpaired electrons of the triarylaminium cationic radical. The average molecular weight of the polymer was 4700-5900 (degree of polymerization = 11-14), which gave a single molecular-based and globular-shaped image of ca. 15 nm diameter by atomic and magnetic force microscopies under ambient conditions. The aminium polyradical 1 with a spin concentration (determined by iodometry) of 0.65 spin/unit displayed an average S (spin quantum number) value of (7)/(2) even at 70 degrees C according to NMR and magnetization measurements.