1,3-di(2-pyridyl)-2-propanone | 23580-81-6

• 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: 1,3-di(2-pyridyl)-2-propanone
• 英文别名: 1,3-bis(pyridin-2-yl)propan-2-one；1,3-di(pyridin-2-yl)propan-2-one；1,3-dipyridin-2-ylpropan-2-one
• CAS: 23580-81-6
• 化学式: C₁₃H₁₂N₂O
• 分子量: 212.251
• InChiKey: YVWBDMCJRQQEDM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-di(2-pyridyl)-2-propanone 在 氢氧化钾 作用下， 以 乙醇 、 乙二醇 为溶剂， 反应 1.0h， 生成 2,3,4,5-tetrapyridin-2-yl-cyclopenta-2,4-dienone
  参考文献：
  名称：

  Poly(Phenylene-pyridyl) Dendrimers:  Synthesis and Templating of Metal Nanoparticles

  摘要：

  A new family of poly(phenylene-pyridyl) dendrimers (up to the fourth generation) with different periphery was synthesized via a divergent route by using a cascade of Diels-Alder cycloadditions. Tetra(4-ethynylphen-1-yl)methane served as a core. A new A(2)B cyclopentadienone building block, namely, pyridine-containing cyclopentadienone with protected dienophile functions was prepared. By varying the building blocks at the last step of dendrimer construction, one could design molecules possessing either a phenyl- or a pyridyl-decorated outershell. The products were characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, elemental analysis, atomic force microscopy, thermogravimetric analysis, DSC, and dynamic light scattering methods. These stiff polyphenylene dendrimers with pyridine embeds were then used as a matrix for encapsulation of Pd nanoparticles. The fourth-generation poly(phenylene-pyridyl) dendrimer with a phenyl-decorated periphery and pyridine-containing interior was found to serve as a powerful template for metal nanoparticle formation, resulting in excellent nanoparticle stability (no precipitation was observed for more than 6 months).

  DOI：

  10.1021/ma051802n
• 作为产物：
  描述：

  2-吡啶乙腈 在 盐酸 、 苯基锂 作用下， 以 乙醚 为溶剂， 反应 3.5h， 生成 1,3-di(2-pyridyl)-2-propanone
  参考文献：
  名称：

  Poly(Phenylene-pyridyl) Dendrimers:  Synthesis and Templating of Metal Nanoparticles

  摘要：

  A new family of poly(phenylene-pyridyl) dendrimers (up to the fourth generation) with different periphery was synthesized via a divergent route by using a cascade of Diels-Alder cycloadditions. Tetra(4-ethynylphen-1-yl)methane served as a core. A new A(2)B cyclopentadienone building block, namely, pyridine-containing cyclopentadienone with protected dienophile functions was prepared. By varying the building blocks at the last step of dendrimer construction, one could design molecules possessing either a phenyl- or a pyridyl-decorated outershell. The products were characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, elemental analysis, atomic force microscopy, thermogravimetric analysis, DSC, and dynamic light scattering methods. These stiff polyphenylene dendrimers with pyridine embeds were then used as a matrix for encapsulation of Pd nanoparticles. The fourth-generation poly(phenylene-pyridyl) dendrimer with a phenyl-decorated periphery and pyridine-containing interior was found to serve as a powerful template for metal nanoparticle formation, resulting in excellent nanoparticle stability (no precipitation was observed for more than 6 months).

  DOI：

  10.1021/ma051802n

文献信息

• New pyridylphenylene cyclopentadienon as a building block for dendrimer synthesis
  作者：A. S. Torozova、A. A. Korolkova、I. Yu. Krasnova、Z. B. Shifrina

  DOI：10.1007/s11172-020-2727-5

  日期：2020.1

  The synthesis of new tetrasubstituted pyridyl-containing cyclopentadienone, namely, 3,4-bis(4-(phenylethynyl)phenyl)-2,5-di(pyridin-2-yl)cyclopenta-2,4-dien-1-one is reported for the first time as a monomer for dendrimer synthesis. The synthesis by Diels—Alder approach allowed to prepare 2nd generation dendrimer with phenylethynyl peripherial fragments. A presence of triple bonds in the structure of

  新的含四取代吡啶基的环戊二烯酮，即 3,4-双(4-(苯基乙炔基)苯基)-2,5-二(吡啶-2-基)环戊二烯-2,4-二烯-1-酮的合成是首次报道作为树枝状聚合物合成的单体。Diels-Alder 方法的合成允许制备具有苯乙炔基外周片段的第二代树枝状聚合物。树枝状聚合物结构中三键的存在决定了它们后续改性的可能性，特别是通过与金属化合物配位以获得催化活性纳米复合材料。
• [EN] 5-(PYRIDIN-3-YL)OXAZOLE ALLOSTERIC MODULATORS OF M4 MUSCARINIC ACETYLCHOLINE RECEPTOR<br/>[FR] MODULATEURS ALLOSTÉRIQUES DE 5-(PYRIDIN-3-YL)OXAZOLE DU RÉCEPTEUR MUSCARINIQUE M4 DE L'ACÉTYLCHOLINE
  申请人：MERCK SHARP & DOHME

  公开号：WO2019000238A1

  公开（公告）日：2019-01-03

  Provided are 5-(pyridin-3-yl) oxazole compounds, the compositions comprising these compounds and the uses of these compositions in the potential prevention or treatment of such diseases in which M4 muscarinic acetylcholine receptors are involved.

  提供了含有5-(吡啶-3-基)噁唑化合物的组合物，这些化合物的组合物以及这些组合物在潜在预防或治疗M4肌胆碱受体参与的疾病中的用途。
• Scaffold-Optimized Dendrimers for the Detection of the Triacetone Triperoxide Explosive Using Quartz Crystal Microbalances
  作者：Daniel Lubczyk、Matthias Grill、Martin Baumgarten、Siegfried R. Waldvogel、Klaus Müllen

  DOI：10.1002/cplu.201100080

  日期：2012.2

  and selectivity: The online detection of the explosive triacetone triperoxide (TATP) is an utmost challenge in security research. The great number of events wherein TATP was involved underlines the significance of solutions to trace that particular explosive material. New optimized functionalized polyphenylene dendrimers (see structure) have been synthesized that can be used as powerful affinity systems

  亲和力和选择性：在线检测爆炸性三丙酮三氧化二砷（TATP）是安全性研究中的最大挑战。涉及TATP的大量事件突显了解决方案追踪这种特殊爆炸材料的重要性。合成了新的优化的功能化聚亚苯基树枝状大分子（参见结构），可用作强大的亲和力系统，可在ppb水平上追踪TATP。
• Syntheses and UV/Vis-Spectroscopic Properties of Hydrophilic 2-, 3-, and 4-Pyridyl-Substituted Solvatochromic and Halochromic PyridiniumN-Phenolate Betaine Dyes as New Empirical Solvent Polarity Indicators
  作者：Christian Reichardt、Daqing Che、Guido Heckenkemper、Gerhard Schäfer

  DOI：10.1002/1099-0690(200106)2001:12<2343::aid-ejoc2343>3.0.co;2-i

  日期：2001.6

  Syntheses and negative solvatochromism of nine new hydrophilic 2-, 3-, and 4-pyridyl-substituted pyridinium N-phenolate betaine dyes 3−11 are described. These were produced in order to obtain zwitterionic dyes better soluble in water and other aqueous media (such as binary water/solvent mixtures, aqueous ionophore solutions) than the rather hydrophobic standard betaine dyes 1 and 2, which have been

  描述了九种新型亲水性 2-、3- 和 4-吡啶基取代的吡啶鎓 N-苯酚甜菜碱染料 3-11 的合成和负溶剂化显色。生产这些是为了获得比相当疏水的标准甜菜碱染料 1 和 2 更易溶于水和其他水性介质（例如二元水/溶剂混合物、离子载体水溶液）的两性离子染料，后者已被用于建立经验规模溶剂极性，称为 ET(30) 标度。甜菜碱染料 8 中 1 的三个外围苯基被两个 3-吡啶基环和一个 4-吡啶基环取代，被证明特别适用于测定水性介质中的 ET(30) 值。
• Synthesis and electrochemical behaviour of rigid ferrocenyl-terminated pyridylphenylene dendrimers
  作者：Elena S. Serkova、Aleksandr A. Chamkin、Konstantin L. Boldyrev、Valentin V. Novikov、Alexander S. Peregudov、Zinaida B. Shifrina

  DOI：10.1016/j.polymer.2019.04.026

  日期：2019.5

  The synthesis of ferrocenyl-terminated pyridylphenylene dendrimers based on trifunctional core via the Diels-Alder cycloaddition of ferrocenyl-containing cyclopentadienone and ethynyl terminated phenylene derivatives is presented. Dendrimers of two generations were synthesized and characterized using NMR, MALDI-TOF spectrometry and GPC. Cyclic voltammetry (CV) of the dendrimers shows single quasi-reversible

  提出了通过二茂铁基含环戊二烯酮和乙炔基封端的亚苯基衍生物的Diels-Alder环加成反应，基于三官能核合成二茂铁基末端的吡啶基亚苯基树枝状大分子。合成了两代树状聚合物，并使用NMR，MALDI-TOF光谱和GPC对其进行了表征。树枝状聚合物的循环伏安法（CV）显示单个准可逆波。在CH 2 Cl 2中的CV过程中，强吸附发生在Pt和GC电极上，这反映在高i pc / i pa比上。因此，证明可以制造具有二茂铁基树枝状大分子的修饰的Pt电极。所得电极对CH 2 Cl 2稳定清洗和多次CV扫描。修饰电极的CV表现出几乎对称的响应，这对于表面固定的氧化还原活性材料来说是典型的。