(4-phenyl)-2,6-bis(4-carboxyphenyl)pyridine | 42178-86-9

• 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: (4-phenyl)-2,6-bis(4-carboxyphenyl)pyridine
• 英文别名: 4,4'-(4-Phenylpyridine-2,6-diyl)dibenzoic acid；4-[6-(4-carboxyphenyl)-4-phenylpyridin-2-yl]benzoic acid
• CAS: 42178-86-9
• 化学式: C₂₅H₁₇NO₄
• 分子量: 395.414
• InChiKey: XYDDXWFXEXENQS-UHFFFAOYSA-N

物化性质

• 熔点：
  318 °C
• 沸点：
  621.3±55.0 °C(Predicted)
• 密度：
  1.302±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (4-phenyl)-2,6-bis(4-carboxyphenyl)pyridine 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 苯 为溶剂， 以81%的产率得到(4-phenyl)-2,6-bis(4-chlorocabonylphenyl)pyridine
  参考文献：
  名称：

  Photoactive liquid crystalline polyesters based on bisbenzylidene and pyridine moieties

  摘要：

  Photoactive main chain liquid crystalline polyesters containing bis(benzylidene)acetone and aromatic heterocyclic pyridine were synthesized by solution polycondensation. Chemical structure of monomers and polymers were confirmed by IFT-IR, H-1 and C-13 NMR spectroscopy. Thermal property was investigated by TGA and DSC. Optical property of polyesters was studied in chloroform solution and in thin film under UV irradiation and exhibited cis-trans-photoisomerization. This behavior was witnessed by solubility, carbonyl group absorption band in FF-IR, optical microscopy as well as DSC analysis through existence of liquid crystallinity after irradiation of polymers. (c) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2009.10.038
• 作为产物：
  描述：

  4-phenyl-2,6-di(p-tolyl)pyridine 在 potassium permanganate 作用下， 以 吡啶 、 水 为溶剂， 反应 3.0h， 以90%的产率得到(4-phenyl)-2,6-bis(4-carboxyphenyl)pyridine
  参考文献：
  名称：

  基于混合有机配体的荧光金属-有机框架：TNP †高灵敏度检测的新候选者†

  摘要：

  在这项研究中，通过合理设计采用混合的有机配体，并以金属离子作为初始反应物，通过溶剂热法合成了一系列新颖的金属-有机骨架（AHU-TW1至6）。在此，源自MOF中有机配体的易接近的Lewis碱基位点可以作为功能位点，可以与拥有质子的分析物相互作用，然后导致荧光光谱发生明显变化。由于它们的优势，AHU-TW1，3，4和6是能够识别具有高灵敏度和低检测限三硝基苯酚（TNP）。

  DOI：

  10.1039/c8dt03811b

文献信息

• Syntheses, structures, and luminescence of four lanthanide metal–organic frameworks based on lanthanide-oxide chains with C2- or C3-symmetric trigonal-planar polycarboxylate ligands
  作者：Xiutang Zhang、Liming Fan、Zhong Sun、Wei Zhang、Weiliu Fan、Liming Sun、Xian Zhao

  DOI：10.1039/c3ce27082c

  日期：——

  Solvothermal reactions of two trigonal-planar ligands and lanthanide metal cations of LnIII afford four new coordination polymers (CPs), [LnNa0.33H0.67(PBPP)2]·2H2O}n (Ln = Pr for 1, Gd for 2, Ce for 3) and [Sm(TATB)(H2O)]}n (4) (H2PBPP = 4-phenyl-2,6-bis(4′-carboxyphenyl)pyridine, H3TATB = 4,4′,4′′-s-triazine-2,4,6-tribenzoic acid). Their structures have been determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, IR spectra, powder X-ray diffraction (PXRD) and thermogravimetric (TG) analyses. Complexes 1–3 are isomorphous and exhibit an unprecedented (4,6,6)-connected 3D architecture, which is built up from lanthanide-oxide chains. Complex 4 shows a 3D (6,6)-connected net with (44.67.84)6(48.67) topology, in which TATB3− is extremely unsymmetrical due to three metal-oxide chains in the directions of [101], [101] and [110]. Moreover, their luminescent properties have been investigated.

  LnIII 的两个三叉平面配体和镧系金属阳离子的溶热反应产生了四种新的配位聚合物（CPs），[LnNa0.33H0.67(PBPP)2]Â-2H2O}n（1 中的 Ln = Pr，2 中的 Gd，3 中的 Ce）和 [Sm(TATB)(H2O)]}n (4)（H2PBPP = 4-苯基-2,6-双(4â²-羧基苯基)吡啶，H3TATB = 4,4â²,4â²â²-s-三嗪-2,4,6-三苯甲酸）。通过单晶 X 射线衍射分析确定了它们的结构，并通过元素分析、红外光谱、粉末 X 射线衍射（PXRD）和热重（TG）分析进一步确定了它们的特征。络合物 1â3 是同构物，呈现出前所未有的 (4,6,6) 连接三维结构，由氧化镧链构建而成。配合物 4 显示了一个具有 (44.67.84)6(48.67) 拓扑结构的三维 (6,6)- 连接网，其中 TATB3â 由于在 [101]、[101] 和 [110] 方向上有三条金属氧化物链而极不对称。此外，还对它们的发光特性进行了研究。
• Pyrylium-mediated transformations of natural products. Part 3. Synthesis of water-soluble pyrylium salts and their preparative reactions with amines
  作者：Alan R. Katritzky、Yu-Kun Yang、Bjarne Gabrielsen、Jorge Marquet

  DOI：10.1039/p29840000857

  日期：——

  A series of water-soluble pyrylium salts and zwitterions has been prepared containing two or three carboxylic or sulphonic acid groups. These pyrylium salts react in aqueous solution with ammonia to give the corresponding pyridines and with n-butylamine, benzylamine, and the ω-amino groups of lysine to give the corresponding pyridinium systems, usually as betaines. The pyridinium betaines (m.p. > 300

  已经制备了一系列含有两个或三个羧酸或磺酸基团的水溶性吡啶鎓盐和两性离子。这些吡啶盐在水溶液中与氨反应生成相应的吡啶，并与正丁胺，苄胺和赖氨酸的ω-氨基反应生成相应的吡啶鎓体系，通常作为甜菜碱。吡啶鎓甜菜碱（mp> 300°C）显示出特征性的13 C nmr光谱，几乎已完全归属。
• Dual‐Functional Mesoporous Copper(II) Metal‐Organic Frameworks for the Remediation of Organic Dyes
  作者：Vonika Ka‐Man Au、Shuk Ying Kwan、Mio Nga Lai、Kam‐Hung Low

  DOI：10.1002/chem.202100289

  日期：2021.6.21

  By using tritopic and ditopic organic linkers derived from the same 2,4,6-triphenylpyridine core, copper(II) metal-organic frameworks with different three-dimensional structures have been successfully synthesized under ambient conditions. The crystalline framework, PTBMOF ([Cu3(PTB)2(H2O)3]n, where H3PTB=4,4′,4′′-(pyridine-2,4,6-triyl)tribenzoic acid, was observed to be mesoporous in nature and exhibited

  通过使用源自相同 2,4,6-三苯基吡啶核的三元和二元有机连接体，在环境条件下成功合成了具有不同三维结构的铜 (II) 金属有机骨架。结晶骨架，PTB MOF ([Cu 3 (PTB) 2 (H 2 O) 3 ] n，其中H 3 PTB=4,4',4''-(pyridine-2,4,6-triyl)tribenzoic acid , 被观察到在性质上是介孔的，在去除有机染料方面表现出双重功能。而不同大小的阳离子染料如亚甲蓝和孔雀石绿被PTB MOF吸附; 阴离子染料如柠檬黄可以在可见光照射下由 MOFs 催化的类光芬顿反应有效降解。
• A bi-chain Co^II coordination framework bridged by water molecules: magnetic properties and photocatalytic behavior
  作者：Yong-Qiang Chen、Yuan Tian、Dao-Li An

  DOI：10.1080/00958972.2016.1258462

  日期：2017.1.2

  A new coordination framework, [Co-2(L)(2)(bpy)(2)(H2O)](n) (1) (H2L=(4-phenyl)-2,6-bis(4-carboxyphenyl)pyridine and bpy=2,2-bipyridine), has been prepared and structurally characterized. Complex 1 shows an interesting bi-chain substructure bridged by coordinated water molecules, which is further extended into a three-dimensional (3-D) supramolecular structure by - stacking interactions. Moreover, the magnetic properties and photocatalytic activity for degradation of methyl orange have been investigated.
• KATRITZKY, A. R.;YANG, YU-KUN;GABRIELSEN, B.;MARQUET, J., J. CHEM. SOC. PERKIN TRANS., 1984, N 5, 857-866
  作者：KATRITZKY, A. R.、YANG, YU-KUN、GABRIELSEN, B.、MARQUET, J.

  DOI：——

  日期：——