4-(2,2'-bipyridylamino)phenylacetylene | 467238-88-6

• 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: 4-(2,2'-bipyridylamino)phenylacetylene
• 英文别名: (4-(2,2'-dipyridylamino)phenyl)acetylene；N-(4-Ethynylphenyl)-N-(pyridin-2-yl)pyridin-2-amine；N-(4-ethynylphenyl)-N-pyridin-2-ylpyridin-2-amine
• CAS: 467238-88-6
• 化学式: C₁₈H₁₃N₃
• 分子量: 271.321
• InChiKey: VEXCICRLIMGDGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 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：
  29
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2,2'-bipyridylamino)phenylacetylene 在 氧气 、 copper(l) chloride 作用下， 以 吡啶 为溶剂， 反应 24.0h， 以88%的产率得到N-[4-[4-[4-(dipyridin-2-ylamino)phenyl]buta-1,3-diynyl]phenyl]-N-pyridin-2-ylpyridin-2-amine
  参考文献：
  名称：

  Syntheses and photophysical properties of rigid-rod conjugated compounds based on N-7-azaindole and 2,2′-dipyridylamine

  摘要：

  Rigid-rod conjugated compounds based on N-7-azaindole and 2,2'-dipyridylamine functional groups have been synthesized as potential compounds for molecular electronic devices via Pd-mediated Sonogashira couplings. Their photoluminescent properties have been investigated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00660-3
• 作为产物：
  描述：

  1,4-二溴苯 在 氢氧化钾 、 copper(l) iodide 、 四(三苯基膦)钯 、 copper(II) sulfate 、 三乙胺 作用下， 反应 16.0h， 生成 4-(2,2'-bipyridylamino)phenylacetylene
  参考文献：
  名称：

  Syntheses and photophysical properties of rigid-rod conjugated compounds based on N-7-azaindole and 2,2′-dipyridylamine

  摘要：

  Rigid-rod conjugated compounds based on N-7-azaindole and 2,2'-dipyridylamine functional groups have been synthesized as potential compounds for molecular electronic devices via Pd-mediated Sonogashira couplings. Their photoluminescent properties have been investigated. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)00660-3

文献信息

• Syntheses, Structures, and Luminescent Properties of Dipyridylamine-Functionalized Anthracene and Its Complexes
  作者：Runyu Tan、Zhi-Bin Wang、Yu Li、Daniel J. Kozera、Zheng-Hong Lu、Datong Song

  DOI：10.1021/ic201757r

  日期：2012.7.2

  between the two metal centers may vary significantly. Compound 1 displays bright blue luminescence in the solid state and in solution with a quantum efficiency of 64% relative to 9,10-diphenylanthracene. While the dirhodium complex of 1 shows no luminescence, the two zinc complexes of 1 display blue luminescence with quantum efficiencies slightly lower than that of 1. Organic light-emitting devices

  通过双Sonogashira偶联反应合成了具有2,2'-二吡啶胺官能团的新型多齿配体1,8-双[4-（2,2'-二吡啶基氨基）苯基乙炔基]蒽（1），并通过NMR光谱对其进行了表征。 ，元素和X射线衍射分析。化合物1可以结合一个金属中心作为四齿配体或结合两个金属中心作为双齿配体。在双齿模式下，两个金属中心之间的距离可能会发生很大变化。化合物1在固态和溶液中以相对于9,10-二苯基蒽的量子效率为64％显示出亮蓝色的发光。1的络合物没有发光，而2的锌络合物1显示蓝色发光，量子效率略低于1。使用1作为发射器的有机发光器件（OLED）的最大电流效率为7 cd / A。
• Platinum(<scp>ii</scp>) diimine complexes of acetylides containing 7-azaindolyl and 2,2′-dipyridylamino functional groups
  作者：Youngjin Kang、Junghyun Lee、Datong Song、Suning Wang

  DOI：10.1039/b305408j

  日期：——

  Four Pt(II) diimine complexes containing acetylide ligands that are functionalized by 7-azaindolyl or 2,2′-dipyridylamino groups have been synthesized and fully characterized. Complexes 1 and 2 have the general formula Pt(bpy)(CC–C6H4-R)2 where bpy = 2,2′-bipyridine, R = N-7-azaindolyl for 1 and 2,2′-dipyridylamino for 2, while complexes 3 and 4 have the general formula Pt(phen)(CC–C6H4-R)2 where phen = 1, 10-phenanthroline, R = N-7-azaindolyl for 3 and 2,2′-dipyridylamino for 4. The structures of 1 and 4 have been determined by single-crystal X-ray diffraction analysis. All four complexes display orange or green emission when irradiated by UV light at ambient temperature. The emission energy of 2 and 4 in solution is concentration-dependent, attributable to excimer formation at high concentrations. The utility of the 2,2′-dipyridylamino functions groups in complexes 2 and 4 was demonstrated by the interaction of 2 with Zn(II) ions via the dipyridyl chelating site, that leads to a change in emission intensity.

  已合成并充分表征了四种含有乙炔化物配体的 Pt(II) 二亚胺配合物，这些配体通过 7-氮杂吲哚基或 2,2-二吡啶氨基进行功能化。配合物 1 和 2 的通式为 Pt(bpy)(CC→C6H4-R)2，其中 bpy = 2,2→-联吡啶，R = 1 为 N-7-氮杂吲哚基，2 为 2,2-二吡啶氨基，而配合物 3 和 4 的通式为 Pt(phen)(CC−C6H4-R)2，其中 phen = 1, 10-菲咯啉，R = 3为N-7-氮杂吲哚基，4为2,2α-二吡啶氨基。1和4的结构已通过单晶X射线衍射分析确定。当在环境温度下受到紫外线照射时，所有四种配合物都显示出橙色或绿色发射。溶液中 2 和 4 的发射能量与浓度有关，这归因于高浓度下准分子的形成。 2,2-二吡啶氨基官能团在配合物 2 和 4 中的实用性通过 2 通过联吡啶螯合位点与 Zn(II) 离子的相互作用得到了证明，这导致了发射强度的变化。
• Syntheses and photophysical properties of rigid-rod conjugated compounds based on N-7-azaindole and 2,2′-dipyridylamine
  作者：Youngjin Kang、Suning Wang

  DOI：10.1016/s0040-4039(02)00660-3

  日期：2002.5

  Rigid-rod conjugated compounds based on N-7-azaindole and 2,2'-dipyridylamine functional groups have been synthesized as potential compounds for molecular electronic devices via Pd-mediated Sonogashira couplings. Their photoluminescent properties have been investigated. (C) 2002 Elsevier Science Ltd. All rights reserved.