2,6-bis(2-aminophenyl)-4-phenylpyridine | 1252006-28-2

• 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-bis(2-aminophenyl)-4-phenylpyridine
• 英文别名: 4-phenyl-2,6-bis(2-aminophenyl)pyridine
• CAS: 1252006-28-2
• 化学式: C₂₃H₁₉N₃
• 分子量: 337.424
• InChiKey: LSKKSUXKKYPGGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  26.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.93
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2,6-bis(2-aminophenyl)-4-phenylpyridine 、 水杨醛 以 乙醇 为溶剂， 反应 8.0h， 以88%的产率得到N,N'-bis(salicylidene)-2,6-bis(2-aminophenyl)-4-phenylpyridine
  参考文献：
  名称：

  A highly sensitive and selective novel fluorescent chemosensor for detection of Cr3+ based on a Schiff base

  摘要：

  N, N'-bis(salicylidene)-2-(6-(2-aminophenyl)-4-phenylpyridin-2-yl) (3) was synthesized by condensation reaction of 2,6-bis(2-aminophenyl)-4-phenylpyridine and 2-hydroxybenzaldehyde in EtOH and characterized by its melting point, H-1, C-13 NMR and molecular mass. The addition of Cr3+ ion makes the significant increase of its fluorescent intensity at 537 nm in CH3CN/H2O (95/5%), however, other metal ions have almost no influence on the fluorescence. The reason for this phenomenon might be attributed to the formation of a 1: 1 stoichiometric 3-Cr3+ complex which inhibits photo-induced electron transfer (PET) process. The 1: 1 binding stoichiometry between 3 and Cr3+ was established using Job's plot, and the complex structure was proposed by DFT calculation. The association constant (K-a) was determined to be 8.77 x 10(4) M (1) and the limit of detection (LOD) was calculated to be 2.2 x 10 (7) M. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.03.041
• 作为产物：
  描述：

  苯甲醛 在 5%-palladium/activated carbon 、 ammonium acetate 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 2,6-bis(2-aminophenyl)-4-phenylpyridine
  参考文献：
  名称：

  A highly sensitive and selective novel fluorescent chemosensor for detection of Cr3+ based on a Schiff base

  摘要：

  N, N'-bis(salicylidene)-2-(6-(2-aminophenyl)-4-phenylpyridin-2-yl) (3) was synthesized by condensation reaction of 2,6-bis(2-aminophenyl)-4-phenylpyridine and 2-hydroxybenzaldehyde in EtOH and characterized by its melting point, H-1, C-13 NMR and molecular mass. The addition of Cr3+ ion makes the significant increase of its fluorescent intensity at 537 nm in CH3CN/H2O (95/5%), however, other metal ions have almost no influence on the fluorescence. The reason for this phenomenon might be attributed to the formation of a 1: 1 stoichiometric 3-Cr3+ complex which inhibits photo-induced electron transfer (PET) process. The 1: 1 binding stoichiometry between 3 and Cr3+ was established using Job's plot, and the complex structure was proposed by DFT calculation. The association constant (K-a) was determined to be 8.77 x 10(4) M (1) and the limit of detection (LOD) was calculated to be 2.2 x 10 (7) M. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.03.041

文献信息

• Solution, thermal and optical properties of novel poly(pyridinium salt)s derived from conjugated pyridine diamines
  作者：Alexi K. Nedeltchev、Haesook Han、Pradip K. Bhowmik

  DOI：10.1002/pola.24228

  日期：2010.10.15

  excellent thermal stabilities of 340–458 °C and high glass transition temperatures >200 °C. As they showed good solubilities in common organic solvents, their solution properties were also characterized for their lyotropic liquid‐crystalline properties with polarizing optical microscopy (POM) studies. Their photoluminescent properties were examined by using a spectrofluorometer in both solution and solid

  通过苯基化双（甲苯磺酸吡啶鎓）与4-苯基-2,6-异构体吡啶二胺的环转移聚合反应，制备了几种在主链上具有甲苯磺酸盐和三氟甲酰亚胺抗衡离子的杂环吡啶部分的新型聚吡啶盐。在130-140°C下于二甲亚砜（DMSO）中的双（4-氨基苯基）吡啶反应48小时，或在60°C下于DMSO中将各自的甲苯磺酸酯聚合物与三氟甲基锂进行复分解反应。通过FTIR，1 H，13 C NMR光谱和元素分析对它们的化学结构进行了表征。它们的数均分子量（M n）的范围为8,000-51,000，通过凝胶渗透色谱法测定的多分散度为1.18-2.13。它们具有340–458°C的出色热稳定性，并且玻璃化转变温度> 200°C。由于它们在普通有机溶剂中显示出良好的溶解性，因此还通过偏光光学显微镜（POM）研究了它们的溶致液晶性质，从而表征了它们的溶液性质。通过使用分光荧光计在溶液和固态下检查它们的光致发光性能。它们的量子产率很低，在1