2,6-dipyrazinyl-4-(4-tolyl)pyridine | 374595-69-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2,6-dipyrazinyl-4-(4-tolyl)pyridine
• 英文别名: 4-p-tolyl-2,6-di(2-pyrazinyl)pyridine；tdpzpy；2-[4-(4-Methylphenyl)-6-pyrazin-2-ylpyridin-2-yl]pyrazine
• CAS: 374595-69-4
• 化学式: C₂₀H₁₅N₅
• 分子量: 325.373
• InChiKey: YNPPYIMNQNXQCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  64.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  iron(III) chloride hexahydrate 、 2,6-dipyrazinyl-4-(4-tolyl)pyridine 以 水 为溶剂， 以68.7%的产率得到bis(4-p-tolyl-2,6-di(2-pyrazinyl)pyridine)iron(II) chloride - water (1/3.5)
  参考文献：
  名称：

  Embrace interlocking of dipyrazinylpyridine complexes involving N⋯π interactions

  摘要：

  Fe(II) and Ni(II) complexes of 4-p-tolyl-2,6-di(2-pyrazinyl)pyridine (tdpzpy) have been synthesized and characterized. The N center dot center dot center dot pi interaction involving the uncoordinated pyrazinyl N atom, which is stronger than the corresponding C-H center dot center dot center dot pi hydrogen bonding in a similar 4-p-tolyl-2,2':6'.2 ''-terpyridine complex, was distinguished as a supramolecular motif. It acts as an edge-to-face force in assembling cations of [Fe (tdpzpy)2](2+) or [Ni(tdpzpy)(2)](2+) into chains via embrace interlocking. C-H center dot center dot center dot pi hydrogen bonds further link the chains into higher dimension net. The electronic absorption and emission properties of [Fe(tdpzpy)(2)](2+) and [Ni(tdpzpy)(2)](2+) are largely ligand-centered. [Fe(tdpzpy)(2)](2+) displays an MLCT absorption at 567 nm. The fluorescence of [Ni(tdpzpy)(2)](2+) is different markedly in methanol and acetonitrile. The ligand-based fluorescence is quenched to some extent by coordination to the d-orbital unfulfilled Fe(II) or Ni(II) atom. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2010.03.004
• 作为产物：
  描述：

  2-乙酰基吡嗪 、 对甲基苯甲醛 在 氨 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 14.0h， 以61%的产率得到2,6-dipyrazinyl-4-(4-tolyl)pyridine
  参考文献：
  名称：

  Embrace interlocking of dipyrazinylpyridine complexes involving N⋯π interactions

  摘要：

  Fe(II) and Ni(II) complexes of 4-p-tolyl-2,6-di(2-pyrazinyl)pyridine (tdpzpy) have been synthesized and characterized. The N center dot center dot center dot pi interaction involving the uncoordinated pyrazinyl N atom, which is stronger than the corresponding C-H center dot center dot center dot pi hydrogen bonding in a similar 4-p-tolyl-2,2':6'.2 ''-terpyridine complex, was distinguished as a supramolecular motif. It acts as an edge-to-face force in assembling cations of [Fe (tdpzpy)2](2+) or [Ni(tdpzpy)(2)](2+) into chains via embrace interlocking. C-H center dot center dot center dot pi hydrogen bonds further link the chains into higher dimension net. The electronic absorption and emission properties of [Fe(tdpzpy)(2)](2+) and [Ni(tdpzpy)(2)](2+) are largely ligand-centered. [Fe(tdpzpy)(2)](2+) displays an MLCT absorption at 567 nm. The fluorescence of [Ni(tdpzpy)(2)](2+) is different markedly in methanol and acetonitrile. The ligand-based fluorescence is quenched to some extent by coordination to the d-orbital unfulfilled Fe(II) or Ni(II) atom. (C) 2010 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2010.03.004

文献信息

• Catechol‐Bearing Dipyrazinylpyridine Complexes of Ruthenium(II)
  作者：Fahad A. Al‐mutlaq、Pierre G. Potvin、Athanassios I. Philippopoulos、Polycarpos Falaras

  DOI：10.1002/ejic.200600772

  日期：2007.5

  [Ru(1)2](PF6)2 > [Ru(1)(2)](PF6)2 > [Ru(2)2](PF6)2 >> [Ru(ttpy)2](PF6)2, which is explainable in terms of mechanism and driving force. Hydrolysis of the methylene acetal function affords the catechol-appended complexes [Ru(3)2](PF6)2 and [Ru(1)(3)](PF6)2 [3 is 4-(3,4-dihydroxyphenyl)-2,6-dipyrazinylpyridine] in excellent yields. These insoluble, paramagnetic precipitates when tested as photosensitizers in homogeneous

  新的三齿配体 4-(3,4-亚甲二氧基苯基)-2,6-二吡嗪基吡啶 (2) 在一锅反应中以良好的收率制备。RuII配合物[Ru(2)2](PF6)2和[Ru(1)(2)](PF6)2[1是2,6-二吡嗪基-4-(4-甲苯基)吡啶]产量并作为针对 [Ru(1)2](PF6)2 和 [Ru(ttpy)2](PF6)2 的光敏剂进行测试 [ttpy 是 4'-(4-tolyl)-2,2':6',2 ″-三联吡啶]。光敏能力遵循顺序[Ru(1)2](PF6)2 > [Ru(1)(2)](PF6)2 > [Ru(2)2](PF6)2 >> [Ru(ttpy) 2](PF6)2，可以从机理和驱动力来解释。亚甲基缩醛功能的水解提供了邻苯二酚附加的复合物 [Ru(3)2](PF6)2 和 [Ru(1)(3)](PF6)2 [3 是 4-(3,4-二羟基苯基)- 2,6-二吡嗪基吡啶]，产率极好。这些难解的
• 2,6-Dipyrazinylpyridines and Their Ruthenium(II) Complexes:  A New Polynucleating Ligand Family
  作者：Rocco Liegghio、Pierre G. Potvin、A. B. P. Lever

  DOI：10.1021/ic015545o

  日期：2001.10.1

  We report a one-step synthesis of the first member of a new class of supramolecule-forming ligands, 4-p-tolyl-2,6-dipyrazinylpyridine, and the peripheral coordination of an Fe(II) moiety onto is homoleptic Ru(II) complex.