4-ethynyl-3,2'-dinitro-4''-phenylethynyl[1,1';4'1'']terphenyl | 664330-49-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-ethynyl-3,2'-dinitro-4''-phenylethynyl[1,1';4'1'']terphenyl
• 英文别名: 1-ethynyl-2-nitro-4-[2-nitro-4-[4-(2-phenylethynyl)phenyl]phenyl]benzene
• CAS: 664330-49-8
• 化学式: C₂₈H₁₆N₂O₄
• 分子量: 444.446
• InChiKey: ZTSIDOCTMZIYQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.22
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  86.28
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-乙酰巯基-4-碘苯 、 4-ethynyl-3,2'-dinitro-4''-phenylethynyl[1,1';4'1'']terphenyl 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以52%的产率得到thioacetic acid S-[4-(3,2'-dinitro-4''-phenylethynyl-[1,1';4'1'']terphenyl-4-ylethynyl)-phenyl] ester
  参考文献：
  名称：

  Synthesis of terphenyl oligomers as molecular electronic device candidates

  摘要：

  Six functionalized bis(phenylene ethynylene)-p,p-terphenyls (BPETs) have been synthesized as potential molecular electronic devices. The molecules containing mono- and dinitro terphenyl cores, were rationally designed based on the electronic properties recently found in oligo(phenylene ethynylene)s (OPEs). From our understanding of the conductance properties in OPEs, improvement of electronic properties may be possible by using BPETs due to a higher rotational barrier between the central aromatic rings of the compounds prepared here. BPETs cores were functionalized with nitro groups and with different metallic adhesion moieties (alligator clips) to provide new compounds for testing in the nanopore and planar testbed structures. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.089
• 作为产物：
  描述：

  4,4'-dibromo-2,3'-dinitro-biphenyl 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三苯胂 、 potassium carbonate 、 三乙胺 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 54.5h， 生成 4-ethynyl-3,2'-dinitro-4''-phenylethynyl[1,1';4'1'']terphenyl
  参考文献：
  名称：

  Synthesis of terphenyl oligomers as molecular electronic device candidates

  摘要：

  Six functionalized bis(phenylene ethynylene)-p,p-terphenyls (BPETs) have been synthesized as potential molecular electronic devices. The molecules containing mono- and dinitro terphenyl cores, were rationally designed based on the electronic properties recently found in oligo(phenylene ethynylene)s (OPEs). From our understanding of the conductance properties in OPEs, improvement of electronic properties may be possible by using BPETs due to a higher rotational barrier between the central aromatic rings of the compounds prepared here. BPETs cores were functionalized with nitro groups and with different metallic adhesion moieties (alligator clips) to provide new compounds for testing in the nanopore and planar testbed structures. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2003.10.089