1-N,3-N-bis[4-(N-(3-bromophenyl)-4-butoxyanilino)phenyl]-1-N,3-N-bis(4-butoxyphenyl)benzene-1,3-diamine | 245442-68-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-N,3-N-bis[4-(N-(3-bromophenyl)-4-butoxyanilino)phenyl]-1-N,3-N-bis(4-butoxyphenyl)benzene-1,3-diamine
• CAS: 245442-68-6
• 化学式: C₇₀H₇₂Br₂N₄O₄
• 分子量: 1193.17
• InChiKey: PPQFXGJYXJFLSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.1
• 重原子数：
  80
• 可旋转键数：
  28
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.9
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-N,3-N-bis[4-(4-butoxyanilino)phenyl]-1-N,3-N-bis(4-butoxyphenyl)benzene-1,3-diamine 、 1-N,3-N-bis[4-(N-(3-bromophenyl)-4-butoxyanilino)phenyl]-1-N,3-N-bis(4-butoxyphenyl)benzene-1,3-diamine 在 1,2,3,4,5-五苯基-1′-(二叔丁基膦)二茂铁 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 22.0h， 以26.9%的产率得到2,8,13,19,24,30,35,41-Octakis(4-butoxyphenyl)-2,8,13,19,24,30,35,41-octazanonacyclo[40.2.2.29,12.220,23.231,34.13,7.114,18.125,29.136,40]hexapentaconta-1(44),3(56),4,6,9(55),10,12(54),14(53),15,17,20(52),21,23(51),25,27,29(50),31,33,36,38,40(47),42,45,48-tetracosaene
  参考文献：
  名称：

  Meta–Para-Linked Octaaza[1₈]cyclophanes and Their Polycationic States

  摘要：

  Octaazacyclophanes, octaaza[1(8)]m,p,m,p,m,p,m,p-cyclophane (2) and octaaza[1(8)]m,p,p,p,m,p,p,p-cyclophane (3), as ring-size extended congeners of tetraaza[1(4)]m,p,m,p-cyclophane were synthesized, and the electronic states of their polycationic species were investigated by quantum chemical calculations, electrochemical measurements (cyclic voltammetry (CV) and differential pulse voltammetry (DPV)), UV-vis-NIR spectroelectrochemical measurements, and pulsed electron spin resonance (ESR) spectroscopy. These octaazacyclophanes exhibited multiredox activities depending on different linkage patterns along the macrocyclic molecular skeletons, and both molecules were oxidizable up to their respective octacations. Spectroelectrochemical measurements demonstrated that p-phenylenediamine (PD) moieties in 2 could be converted from the semiquinoidal structure to the quinoidal sturcture with increasing oxidation number, whereas higher oxidation states of 3 did not show definite quinoidal deformation of PD moieties. A pulsed ESR spectrum gave evidence about formation of the almost pure spin-triplet state for 3(2+), whereas the high-spin states of 2(2+) and 2(4+) are virtually degenerate with the competing low-spin states even at low temperatures, probably due to the fragility of spin-coupling pathway caused by facile conformational changes.

  DOI：

  10.1021/jo3026884
• 作为产物：
  描述：

  4-丁氧基苯胺 在 palladium diacetate 、 1,1'-bis(diphenylphosphino)ferrocene 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 84.0h， 生成 1-N,3-N-bis[4-(N-(3-bromophenyl)-4-butoxyanilino)phenyl]-1-N,3-N-bis(4-butoxyphenyl)benzene-1,3-diamine
  参考文献：
  名称：

  钯催化合成纯的、区域定义的聚合三芳胺

  摘要：

  通过钯催化的芳基卤化物胺化制备了三芳胺聚合物，并研究了这些材料的电化学和磁性能。通过对该过程中涉及的催化和聚合物化学的仔细评估，已经制备出聚合物链中完全线性且不含磷杂质的三芳基胺聚合物。为了抑制钯催化的聚（N-芳基苯胺）聚合反应的分子量限制副反应，在小分子形成三芳胺的反应中筛选了许多膦。在这些膦中，三（邻甲氧基甲基苯基）膦（7）和三（叔丁基）膦（8）导致定量胺化，无需配体芳基化、芳基溴加氢脱卤或膦芳基与芳基溴的交换。

  DOI：

  10.1021/ja990632p