dimethyl 4-[trans-4'-(N,N-diphenylamino)-styryl]pyridine-2,6-dicarboxylate | 1146950-82-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: dimethyl 4-[trans-4'-(N,N-diphenylamino)-styryl]pyridine-2,6-dicarboxylate
• 英文别名: trans-dimethyl 4-(4'-(diphenylamino)styryl)pyridine-2,6-dicarboxylate；dimethyl 4-[(E)-2-[4-(N-phenylanilino)phenyl]ethenyl]pyridine-2,6-dicarboxylate
• CAS: 1146950-82-4
• 化学式: C₂₉H₂₄N₂O₄
• 分子量: 464.521
• InChiKey: AWLIEYBZXOWWMM-BUHFOSPRSA-N

物化性质

• 熔点：
  193-195 °C
• 沸点：
  647.4±55.0 °C(predicted)
• 密度：
  1.245±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  68.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethyl 4-[trans-4'-(N,N-diphenylamino)-styryl]pyridine-2,6-dicarboxylate 在 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成
  参考文献：
  名称：

  Eu（III），Tb（III）与含有吡啶-2,6-二羧酸单元的新型配体的配合物：合成，表征，荧光性质及其在生物成像中的应用

  摘要：

  包含吡啶-2,6-二羧酸单元，反式-4-（4'-甲氧基苯乙烯基）吡啶-2,6-二羧酸，反式-4-（4'-（（二甲氨基）苯乙烯基）吡啶-2，合成了6-二羧酸和反式-4-（4'-（二苯基氨基）苯乙烯基）吡啶-2,6-二羧酸，并成功制备了它们与Eu（III），Tb（III）离子的配合物。借助MS，元素分析，IR，1 H NMR和TG-DTA对配体和相应的金属配合物进行了表征。研究了固态的Eu（III）和Tb（III）配合物的发光光谱。可以观察到Eu（III）在615 nm和Tb（III）在545 nm处的强发光峰。研究了and和complex配合物在细胞成像中的应用。

  DOI：

  10.1016/j.saa.2011.09.036
• 作为产物：
  描述：

  dimethyl 4-formylpyridine-2,6-dicarboxylate 、 (4-diphenylaminobenzyl)triphenylphosphonium iodide 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以50%的产率得到dimethyl 4-[trans-4'-(N,N-diphenylamino)-styryl]pyridine-2,6-dicarboxylate
  参考文献：
  名称：

  Dipicolinate as acceptor in D–π–A chromophores: synthesis, characterization and fluorescence following single- and two-photon excitation

  摘要：

  Three novel donor-pi-acceptor type compounds with dipicolinate as acceptor have been synthesized. Their absorption, photoluminescence as well as their two-photon absorption properties have been investigated. Two of them show strong two-photon absorption and two-photon excited Up-conversion fluorescence. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.09.073

文献信息

• Synthesis, solvatochromism and large two-photon absorption cross-sections of water-soluble dipicolinate-based pyridinium salts
  作者：Haibo Xiao、Chong Mei、Bo Li、Ning Ding、Yanzhen Zhang、Tingting Wei

  DOI：10.1016/j.dyepig.2013.08.014

  日期：2013.12

  Three D-pi-A type pyridinium salts based on dipicolinate were synthesized. Compared to the corresponding neutral chromophores, enhanced two-photon absorption activity and water solubility were obtained. When measured by the Z-scan technique at 800 nm, the three molecules display considerably high values of two-photon absorption cross-section. The two-photon absorption cross-section values were found to be in the range 2421-25,318 GM. In addition, the three molecules exhibit pronounced negative solvatochromism and possess absorption spectral sensitivities to pH and to changes in the water content of tetrahydrofuran. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of Novel Donor–π–Acceptor Chromophores with Dipicolinate as Acceptor
  作者：Haibo Xiao、Xiaoming Tao、Hui Li、Guanghao Shi

  DOI：10.1080/00397910802531963

  日期：2009.3.25

  Three novel donor--acceptor (D--A) chromophores, with dipicolinate as acceptor, have been synthesized. All the compounds were characterized by 1H NMR, infrared (IR) spectroscopy, mass spectrometry (MS), and elemental analysis.
• Dipicolinate as acceptor in D–π–A chromophores: synthesis, characterization and fluorescence following single- and two-photon excitation
  作者：Haibo Xiao、Xiaoming Tao、Yaochuan Wang、Shixiong Qian、Guanghao Shi、Hui Li

  DOI：10.1016/j.tetlet.2008.09.073

  日期：2008.11

  Three novel donor-pi-acceptor type compounds with dipicolinate as acceptor have been synthesized. Their absorption, photoluminescence as well as their two-photon absorption properties have been investigated. Two of them show strong two-photon absorption and two-photon excited Up-conversion fluorescence. (C) 2008 Elsevier Ltd. All rights reserved.
• Eu(III), Tb(III) complexes with novel ligands containing pyridine-2,6-dicarboxylic acid unit: Synthesis, characterization, fluorescence properties and application in biological imaging
  作者：Haibo Xiao、Minjuan Chen、Chong Mei、Hongyao Yin、Xiaoying Zhang、Xiaoxia Cao

  DOI：10.1016/j.saa.2011.09.036

  日期：2011.12

  novel ligands containing pyridine-2,6-dicarboxylic acid unit, trans-4 -(4′-methoxystyryl) pyridine-2,6-dicarboxylic acid, trans-4-(4′-(dimethylamino)styryl)pyridine-2,6-dicarboxylic acid, and trans-4-(4′-(diphenylamino)styryl)pyridine-2,6-dicarboxylic acid were synthesized and their complexes with Eu(III), Tb(III) ions were successfully prepared. The ligands and the corresponding metal complexes were

  包含吡啶-2,6-二羧酸单元，反式-4-（4'-甲氧基苯乙烯基）吡啶-2,6-二羧酸，反式-4-（4'-（（二甲氨基）苯乙烯基）吡啶-2，合成了6-二羧酸和反式-4-（4'-（二苯基氨基）苯乙烯基）吡啶-2,6-二羧酸，并成功制备了它们与Eu（III），Tb（III）离子的配合物。借助MS，元素分析，IR，1 H NMR和TG-DTA对配体和相应的金属配合物进行了表征。研究了固态的Eu（III）和Tb（III）配合物的发光光谱。可以观察到Eu（III）在615 nm和Tb（III）在545 nm处的强发光峰。研究了and和complex配合物在细胞成像中的应用。