4-methyl-2,6,-dipyridin-2-yl-pyrimidine | 1297529-36-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-methyl-2,6,-dipyridin-2-yl-pyrimidine
• 英文别名: 4-methyl-2,6-di(pyridin-2-yl)pyrimidine；4-methyl-2,6-di-pyridin-2-yl-pyrimidine；4-Methyl-2,6-dipyridin-2-ylpyrimidine
• CAS: 1297529-36-2
• 化学式: C₁₅H₁₂N₄
• 分子量: 248.287
• InChiKey: ZMHWAHYCZBDPJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-甲氧基-2-萘甲醛 、 4-methyl-2,6,-dipyridin-2-yl-pyrimidine 在 甲基三辛基氯化铵 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 6.0h， 以52%的产率得到(E)-4-[2-(6-methoxynaphthalen-2-yl)vinyl]-2,6-di(pyridin-2-yl)pyrimidine
  参考文献：
  名称：

  4-芳基乙烯基-2,6-二（吡啶-2-基）嘧啶类化合物：合成与光学性质

  摘要：

  通过2,4-二氯-6-甲基嘧啶与2-（三丁基锡烷基）吡啶之间的双交叉偶联反应，已经有效地制备了一系列4-芳基乙烯基-2,6-二（吡啶-2-基）嘧啶，然后通过醛醇缩合与适当的芳族醛缩合，该芳族醛被给电子，吸电子，树枝状或水溶性基团取代。研究了不同质子和非质子溶剂对这些系统的光吸收和发射性质的影响。具有给电子基团的化合物显示出很强的发射溶剂致变色现象，表明形成了分子内电荷分离的发射态。溶剂变色行为不仅取决于溶剂的极性，还取决于溶剂的氢键参数。还研究了质子化的影响，

  DOI：

  10.1021/jo200204u
• 作为产物：
  描述：

  2,4-二氯-6-甲基嘧啶 、 三正丁基2-吡啶基锌 在 四(三苯基膦)钯 作用下， 以 甲苯 为溶剂， 反应 48.0h， 以81%的产率得到4-methyl-2,6,-dipyridin-2-yl-pyrimidine
  参考文献：
  名称：

  4-芳基乙烯基-2,6-二（吡啶-2-基）嘧啶类化合物：合成与光学性质

  摘要：

  通过2,4-二氯-6-甲基嘧啶与2-（三丁基锡烷基）吡啶之间的双交叉偶联反应，已经有效地制备了一系列4-芳基乙烯基-2,6-二（吡啶-2-基）嘧啶，然后通过醛醇缩合与适当的芳族醛缩合，该芳族醛被给电子，吸电子，树枝状或水溶性基团取代。研究了不同质子和非质子溶剂对这些系统的光吸收和发射性质的影响。具有给电子基团的化合物显示出很强的发射溶剂致变色现象，表明形成了分子内电荷分离的发射态。溶剂变色行为不仅取决于溶剂的极性，还取决于溶剂的氢键参数。还研究了质子化的影响，

  DOI：

  10.1021/jo200204u

文献信息

• Dipicolylamine styryldiazine derivatives: Synthesis and photophysical studies
  作者：Sylvain Achelle、Julián Rodríguez-López、Filip Bureš、Françoise Robin-le Guen

  DOI：10.1016/j.dyepig.2015.05.026

  日期：2015.10

  of 4-(di-2-picolylamino)benzaldehyde and the appropriate methyldiazine. All of the compounds showed π–π* transitions in the UV or visible region and the emission of yellow-green light upon irradiation. Significant red shifts were observed in the fluorescence emission maxima of these compounds on increasing the solvent polarity, a finding that suggests the formation of an intramolecular charge-separated

  通过直接羟醛缩合4合成了不同的D–π–A推挽式分子，其中以二聚烯丙基胺（DPA）为供体基团，不同的二嗪为受体基团，苯乙烯基为π共轭间隔基。 -（二-2-吡啶甲基氨基）苯甲醛和适当的甲基二嗪。所有化合物在紫外线或可见光区域均显示出π–π *跃迁，并在辐照时发出黄绿色光。在增加溶剂极性时，在这些化合物的荧光发射最大值中观察到明显的红移，这一发现表明形成了分子内电荷分离的发射态，这也得到了半经验计算的支持。在某些情况下，质子化会导致明显的颜色变化，因此显示了这些分子用作比色pH传感器的能力。DPA和二嗪单元可充当金属阳离子（如Zn）的配位点2+，Cd 2+或Hg 2+，由于分子内电荷转移性质的变化，导致荧光光谱发生蓝移或红移。经过适当设计后，此现象可能成为使用单个分子创建多种发射色的有力工具。
• Dipolar and V-shaped structures incorporating methylenepyran and diazine fragments
  作者：Sylvain Achelle、Samia Kahlal、Jean-Yves Saillard、Nolwenn Cabon、Bertrand Caro、Françoise Robin-le Guen

  DOI：10.1016/j.tet.2014.02.071

  日期：2014.4

  Thirteen novel dipolar and V-shaped chromophores with pyranylidene electron-donating part, diazine electron-withdrawing part and various pi-linkers were synthesized. The extent of intramolecular charge transfer, structure-property relationships and optical properties were further investigated by UV/Vis absorption, electrochemistry, and DFT calculations. (C) 2014 Elsevier Ltd. All rights reserved.
• ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC PHOTOELECTRIC APPARATUS
  申请人：Shanghai Tianma AM-OLED Co., Ltd.

  公开号：US20170186962A1

  公开（公告）日：2017-06-29

  The present disclosure provides a nitrogen-containing heterocyclic compound having a general formula (I) and an organic photoelectric apparatus thereof. The general formula (I) is wherein A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , A 8 , A 9 , and A 10 are independently selected from a hydrogen atom, at least one compound having the general formula (II) and at least one compound having a general formula (III), wherein Y 1 , Y 2 , and Y 3 are independently selected from C and N; and R 3 and R 4 are independently selected from C 6-30 aromatic group and C 2-30 heterocyclic aromatic group, wherein X is selected from oxyl group, sulfenyl group, substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group, and R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , and R 12 are independently selected from hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group, and C 2-30 heterocyclic aromatic group.
• ORGANIC ELECTROLUMINESCENT COMPOUND AND ORGANIC PHOTOELECTRIC APPARATUS THEREOF
  申请人：Shanghai Tianma AM-OLED Co., Ltd

  公开号：US20170186963A1

  公开（公告）日：2017-06-29

  The present disclosure provides a nitrogen-containing heterocyclic compound having general formula (I) and an organic photoelectric apparatus thereof. where A 1 , A 2 , A 3 , A 4 , A 5 , A 6 , A 7 , and A 8 are independently selected from a hydrogen atom, at least one compound having the general formula (II) and at least one compound having the general formula (III), where Y 1 , Y 2 , and Y 3 are independently selected from C and N; R 3 and R 4 are independently selected from C 6-30 aromatic group and C 2-30 heterocyclic aromatic group, wherein X is selected from any one of oxyl group (—O—), sulfhydryl group (—S—), substituted or non-substituted imino group, substituted or non-substituted methylene group, and substituted or non-substituted silicylene group; R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , and R 12 are independently selected from hydrogen, deuterium, C 1-30 alkyl group, C 6-30 aromatic group, or C 2-30 heterocyclic aromatic group.
• 4-Arylvinyl-2,6-di(pyridin-2-yl)pyrimidines: Synthesis and Optical Properties
  作者：Caroline Hadad、Sylvain Achelle、Joaquín C. García-Martinez、Julián Rodríguez-López

  DOI：10.1021/jo200204u

  日期：2011.5.20

  solvatochromic behavior depends not only on the solvent polarity but also on the hydrogen bonding parameters of the solvent. The effect of protonation was also studied, and the abilities of some of these molecules to function as colorimetric and luminescent pH sensors were demonstrated with dramatic color changes and luminescence switching upon the introduction of acid.

  通过2,4-二氯-6-甲基嘧啶与2-（三丁基锡烷基）吡啶之间的双交叉偶联反应，已经有效地制备了一系列4-芳基乙烯基-2,6-二（吡啶-2-基）嘧啶，然后通过醛醇缩合与适当的芳族醛缩合，该芳族醛被给电子，吸电子，树枝状或水溶性基团取代。研究了不同质子和非质子溶剂对这些系统的光吸收和发射性质的影响。具有给电子基团的化合物显示出很强的发射溶剂致变色现象，表明形成了分子内电荷分离的发射态。溶剂变色行为不仅取决于溶剂的极性，还取决于溶剂的氢键参数。还研究了质子化的影响，