1-Bromo-2-[2-[4-[2-(3-bromophenyl)ethynyl]phenyl]ethynyl]benzene | 292868-56-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Bromo-2-[2-[4-[2-(3-bromophenyl)ethynyl]phenyl]ethynyl]benzene
• CAS: 292868-56-5
• 化学式: C₂₂H₁₂Br₂
• 分子量: 436.145
• InChiKey: WEZFJQHSLWAHGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N,N'-dimethyl-N-phenyl-1,4-benzenediamine 、 1-Bromo-2-[2-[4-[2-(3-bromophenyl)ethynyl]phenyl]ethynyl]benzene 在 tris(dibenzylideneacetone)dipalladium (0) 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 60.0h， 以65%的产率得到1-N,4-N-dimethyl-4-N-[3-[2-[4-[2-[2-[N-methyl-4-(N-methylanilino)anilino]phenyl]ethynyl]phenyl]ethynyl]phenyl]-1-N-phenylbenzene-1,4-diamine
  参考文献：
  名称：

  Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendant p-Phenylenediamine Radical Cations

  摘要：

  The intramolecular and long-range ferromagnetic coupling between p-phenylenediamine radical cations in head-to-tail coupled oligo(1,4-phenyleneethynylene)s and oligo(1,4-phenylenvinylene)s between neighbors and next-nearest neighbors is described. UV/vis/near-IR experiments show that the radical cations are localized in the pendant p-phenylenediamine units of the conjugated oligomers. The ESR spectra of these oligo(1,4-phenyleneethynylene) and oligo(1,4-phenylenvinylene) di(radical cation)s are consistent with those of a triplet state. A linear behavior is observed for the doubly integrated ESR intensity of the Delta M-s = +/-1 and Delta M-s = +/-2 signals with the inverse temperature (I similar to 1/T), consistent with Curie's law. This behavior indicates a triplet ground-state diradical with a large triplet-singlet energy gap or possibly a degeneracy of singlet and triplet states.

  DOI：

  10.1021/jo000548o
• 作为产物：
  描述：

  2-溴苯乙炔 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 3.0h， 生成 1-Bromo-2-[2-[4-[2-(3-bromophenyl)ethynyl]phenyl]ethynyl]benzene
  参考文献：
  名称：

  Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendant p-Phenylenediamine Radical Cations

  摘要：

  The intramolecular and long-range ferromagnetic coupling between p-phenylenediamine radical cations in head-to-tail coupled oligo(1,4-phenyleneethynylene)s and oligo(1,4-phenylenvinylene)s between neighbors and next-nearest neighbors is described. UV/vis/near-IR experiments show that the radical cations are localized in the pendant p-phenylenediamine units of the conjugated oligomers. The ESR spectra of these oligo(1,4-phenyleneethynylene) and oligo(1,4-phenylenvinylene) di(radical cation)s are consistent with those of a triplet state. A linear behavior is observed for the doubly integrated ESR intensity of the Delta M-s = +/-1 and Delta M-s = +/-2 signals with the inverse temperature (I similar to 1/T), consistent with Curie's law. This behavior indicates a triplet ground-state diradical with a large triplet-singlet energy gap or possibly a degeneracy of singlet and triplet states.

  DOI：

  10.1021/jo000548o

文献信息

• Ferromagnetic Spin Alignment in Head-to-Tail Coupled Oligo(1,4-phenyleneethynylene)s and Oligo(1,4-phenylenevinylene)s Bearing Pendant <i>p</i>-Phenylenediamine Radical Cations
  作者：Pauline J. van Meurs、René A. J. Janssen

  DOI：10.1021/jo000548o

  日期：2000.9.1

  The intramolecular and long-range ferromagnetic coupling between p-phenylenediamine radical cations in head-to-tail coupled oligo(1,4-phenyleneethynylene)s and oligo(1,4-phenylenvinylene)s between neighbors and next-nearest neighbors is described. UV/vis/near-IR experiments show that the radical cations are localized in the pendant p-phenylenediamine units of the conjugated oligomers. The ESR spectra of these oligo(1,4-phenyleneethynylene) and oligo(1,4-phenylenvinylene) di(radical cation)s are consistent with those of a triplet state. A linear behavior is observed for the doubly integrated ESR intensity of the Delta M-s = +/-1 and Delta M-s = +/-2 signals with the inverse temperature (I similar to 1/T), consistent with Curie's law. This behavior indicates a triplet ground-state diradical with a large triplet-singlet energy gap or possibly a degeneracy of singlet and triplet states.