4-((4,5-bis(dodecyloxy)-2-ethynylphenyl)ethynyl)pyridine | 1361114-16-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-((4,5-bis(dodecyloxy)-2-ethynylphenyl)ethynyl)pyridine
• 英文别名: 4-[2-(4,5-Didodecoxy-2-ethynylphenyl)ethynyl]pyridine；4-[2-(4,5-didodecoxy-2-ethynylphenyl)ethynyl]pyridine
• CAS: 1361114-16-0
• 化学式: C₃₉H₅₇NO₂
• 分子量: 571.887
• InChiKey: USRMJXBBOPUOPW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.2
• 重原子数：
  42
• 可旋转键数：
  27
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((4,5-bis(dodecyloxy)-2-ethynylphenyl)ethynyl)pyridine 、 2,3-diiodopyrazine 在 copper(l) iodide 、 二(氰基苯)二氯化钯 、 二异丙胺 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 反应 120.0h， 以71%的产率得到2,3-bis((4,5-bis(dodecyloxy)-2-(pyridin-4-ylethynyl)phenyl)-ethynyl)pyrazine
  参考文献：
  名称：

  Evidence of Enhanced Conjugation in ortho-Arylene Ethynylenes with Transition Metal Coordination

  摘要：

  The effective conjugation of ortho and ortho-alt-para-arylene ethynylenes, with appropriately positioned pyridine and pyrazine heterocycles, increases upon binding to Ag(I) and Pd(II) cations. Significant bathochromic shifts in the electronic spectra, witnessed upon introduction of these metal bridges, are consistent with enhanced electron delocalization in the unsaturated backbone. Control studies suggest that this electronic behavior is attributable exclusively (in the case of Ag(I)) or partially (in the case of Pd(II)) to conformational restrictions of the conjugated backbones.

  DOI：

  10.1021/jo300034h
• 作为产物：
  描述：

  4-溴吡啶盐酸盐 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四丁基氟化铵 、 二异丙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.33h， 生成 4-((4,5-bis(dodecyloxy)-2-ethynylphenyl)ethynyl)pyridine
  参考文献：
  名称：

  Evidence of Enhanced Conjugation in ortho-Arylene Ethynylenes with Transition Metal Coordination

  摘要：

  The effective conjugation of ortho and ortho-alt-para-arylene ethynylenes, with appropriately positioned pyridine and pyrazine heterocycles, increases upon binding to Ag(I) and Pd(II) cations. Significant bathochromic shifts in the electronic spectra, witnessed upon introduction of these metal bridges, are consistent with enhanced electron delocalization in the unsaturated backbone. Control studies suggest that this electronic behavior is attributable exclusively (in the case of Ag(I)) or partially (in the case of Pd(II)) to conformational restrictions of the conjugated backbones.

  DOI：

  10.1021/jo300034h

文献信息

• Evidence of Enhanced Conjugation in <i>ortho</i>-Arylene Ethynylenes with Transition Metal Coordination
  作者：Qianwei Ren、Cole G. Reedy、Eric A. Terrell、Joshua M. Wieting、Robert W. Wagie、Jake P. Asplin、Leah M. Doyle、Steven J. Long、Michael T. Everard、Jon S. Sauer、Cassandra E. Baumgart、Jason S. D’Acchioli、Nathan P. Bowling

  DOI：10.1021/jo300034h

  日期：2012.3.2

  The effective conjugation of ortho and ortho-alt-para-arylene ethynylenes, with appropriately positioned pyridine and pyrazine heterocycles, increases upon binding to Ag(I) and Pd(II) cations. Significant bathochromic shifts in the electronic spectra, witnessed upon introduction of these metal bridges, are consistent with enhanced electron delocalization in the unsaturated backbone. Control studies suggest that this electronic behavior is attributable exclusively (in the case of Ag(I)) or partially (in the case of Pd(II)) to conformational restrictions of the conjugated backbones.