1-(9-蒽基)-2-(4-吡啶基)乙烯 | 102466-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 1-(9-蒽基)-2-(4-吡啶基)乙烯
• 英文名称: 1-(9-anthryl)-2-(4-pyridyl)ethylene
• 英文别名: 4-[2-(9-anthryl)vinyl]pyridine；4-(9-anthrylvinylene)pyridine；4-(2-anthracen-9-yl-vinyl)-pyridine；1-(4-Pyridyl)-2-(9-anthranyl)-ethylen；4-(2-Anthracene-9-yl-vinyl)pyridine；4-(2-anthracen-9-ylethenyl)pyridine
• CAS: 102466-79-5
• 化学式: C₂₁H₁₅N
• 分子量: 281.357
• InChiKey: HCWWXYWWSQQPAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(9-蒽基)-2-(4-吡啶基)乙烯 、 1-氯-2,4-二硝基苯 以 丙酮 为溶剂， 反应 11.0h， 以91%的产率得到N-(2,4-dinitrophenyl)-4-(9-anthrylvinylene)pyridinium chloride
  参考文献：
  名称：

  N-Arylated pyridinium salts having reactive groups

  摘要：

  The pyridinium salts having reactive amine and/or pyridyl groups were obtained by the reaction using Zincke salts. Optical properties and anion exchange behavior of the obtained pyridinium salts were investigated. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.009
• 作为产物：
  描述：

  4-吡啶甲醛 、 (9'-anthrylmethyl)triphenylphosphonium chloride 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 8.0h， 以65%的产率得到1-(9-蒽基)-2-(4-吡啶基)乙烯
  参考文献：
  名称：

  N-Arylated pyridinium salts having reactive groups

  摘要：

  The pyridinium salts having reactive amine and/or pyridyl groups were obtained by the reaction using Zincke salts. Optical properties and anion exchange behavior of the obtained pyridinium salts were investigated. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.009

文献信息

• Synthesis, structures and luminescent properties of metal complexes containing 4-[2-(9-anthryl)vinyl]pyridine
  作者：Wai-Yeung Wong、Kai-Yin Tsang、Ka-Hang Tam、Guo-Liang Lu、Chaode Sun

  DOI：10.1016/s0022-328x(00)00074-7

  日期：2000.4

  complexes have been fully characterized by FTIR, 1H-NMR, UV–vis spectroscopies and fast atom bombardment mass spectrometry (FABMS). The solid-state molecular structures of 1 and 2 have been determined by X-ray crystallography and they involve the coordination of L1 to the M(CO)5} moiety (M=Mo, W). It was found that all of these anthryl-substituted compounds are luminescent in fluid solutions at room temperature

  含蒽的配体4- [2-（9-蒽基）乙烯基]吡啶L 1与第6、7和12族元素的各种金属配合物，即M（CO）6（M = Mo，W ），M（CO）5 Br（M = Mn，Re）和MCl 2（M = Zn，Cd）容易获得化学计量比为M（CO）5（L 1）（M = Mo（1）; W的新配合物（2）），M（CO）3 Br（L 1）2（M = Mn（3）; Re（4））和MCl 2（L 1）2（M = Zn（5）; Cd（6））中度到良好的产量。所有这些配合物均已通过FTIR，1 H-NMR，UV可见光谱和快速原子轰击质谱（FABMS）进行了充分表征。1和2的固态分子结构已通过X射线晶体学测定，它们涉及L 1与M（CO）5的配位}部分（M = Mo，W）。发现所有这些蒽基取代的化合物在室温下在流体溶液中发光，这归因于金属干扰的蒽的发射。发射最大值在金属配位时发生红移，并且金属中心沿该族下降，这表明在每
• Strategic Design of Anthracene-Decorated Highly Luminescent Coordination Polymers for Selective and Rapid Detection of TNP: An Explosive Nitro Derivative and Mutagenic Pollutant
  作者：Samim Khan、Abhijit Hazra、Basudeb Dutta、Akhtaruzzaman、Mustafa Jahir Raihan、Priyabrata Banerjee、Mohammad Hedayetullah Mir

  DOI：10.1021/acs.cgd.1c00145

  日期：2021.6.2

  and π···π stacking interactions to form three-dimensional (3D) structures. The presence of geometrically suitable proximal anthracene moieties (extended π-conjugation) in both the compounds provides feasible interacting sites for incoming analytes that also explains their prompt sensing property. Interestingly, both the fluorescent sensing probes exhibit highly efficient ratiometric and selective sensing

  爆炸性硝基芳烃化合物 (epNAC) 是一类分子，以恐怖袭击和健康危害的形式造成大量生命损失。为了环境健康和国土安全，使用稳健的发光配位聚合物 (CP) 识别 2,4,6-三硝基苯酚 (TNP) 等诱变污染物和 epNAC 一直是一个潜在的研究领域。在这方面，一维 (1D) CP，[Zn(adc)(avp) 2 (H 2 O)]·(H 2 O) 3 } n ( 1 ) 和 [Cd(adc)(avp) 2 (H 2 O)]·(H 2 O)·(CH 3 OH)} n ( 2 ) H2 adc = 乙炔二羧酸和 avp = 4-[2-(9-蒽基)乙烯基]吡啶}已使用 H 2合成adc 和 avp 配体进入相应金属离子硝酸盐的水溶液中。两种聚合物都表现出广泛的氢键和π…π堆积相互作用，形成三维（3D）结构。两种化合物中几何上合适的近端蒽部分（扩展的 π 共轭）的存在为进入的分析物提供了可行的
• Facile construction of an anthracene-decorated highly luminescent coordination polymer for the selective detection of explosive nitroaromatics and the mutagenic pollutant TNP
  作者：Ersad Hossain、Abhijit Hazra、Sourav Datta、Samim Khan、Samit Pramanik、Priyabrata Banerjee、Mohammad Hedayetullah Mir、Subrata Mukhopadhyay

  DOI：10.1039/d3ra06926e

  日期：——

  Explosive nitroaromatic compounds (epNACs) are a group of chemicals that have caused significant human casualties through terrorist attacks and they also pose health risks. For the benefit of homeland security and environmental health, there is room for advancing research on the precise detection of epNACs. Coordination polymers (CPs) successfully serve this purpose because of their binding abilities

  爆炸性硝基芳香族化合物 (epNAC) 是一组化学物质，在恐怖袭击中造成重大人员伤亡，同时也构成健康风险。为了国土安全和环境健康的利益，epNAC 的精确检测还有推进研究的空间。配位聚合物（CP）因其结合能力和猝灭能力成功地实现了这一目的。在这方面，一维 (1D) CP [Zn(bdc)(avp)2(H2O)]n (1; H2bdc = 1,4-苯二甲酸且 avp = 4-[2-(9-蒽基)合成了乙烯基]吡啶），它对 epNAC 和诱变污染物 2,4,6-三硝基苯酚（TNP）表现出极其有效的比率和选择性传感能力，并具有快速响应。密度泛函理论 (DFT) 计算提供了对猝灭反应背后的机理路径的全面分析。在此，使用蒽部分对几何上可接近的相互作用位点进行了策略性修饰，从而可以快速、精确地检测爆炸性硝基衍生物和致癌污染物 TNP，并提高灵敏度。
• Comparison of Electrical Conductivity and Schottky Behavior of 4‐[2‐(9‐anthryl)vinyl]pyridine Based Two 1D coordination Polymers of Zn(II) and Cd(II)
  作者：Ersad Hossain、Ramjan Sk、Mainak Das、Joydeb Goura、Sourav Roy、Partha Pratim Ray、Mohammad Hedayetullah Mir、Antonio Frontera、Subrata Mukhopadhyay

  DOI：10.1002/ejic.202300736

  日期：——

  comparison of charge transport and Schottky barrier diode behavior of 1D coordination polymers (CPs) of Zn(II) and Cd(II) based on highly conjugated ligand 4-[2-(9-anthryl)vinyl]pyridine and their applications in the fabrication of semiconducting devices. However, Cd-CP with 1D ribbon chain exhibits better charge transport as compared to 1D linear chain Zn-CP.

  这项工作强调了基于高度共轭配体 4-[2-(9-蒽基)乙烯基]吡啶的 Zn(II) 和 Cd(II) 的一维配位聚合物 (CP) 的电荷传输和肖特基势垒二极管行为的比较及其半导体器件制造中的应用。然而，与一维线性链 Zn-CP 相比，具有一维带状链的 Cd-CP 表现出更好的电荷传输。
• Covalently linked donor-acceptor cyclometalated platinum(II) complexes. Structure and luminescent properties
  作者：Chin Wing Chan、Ting Fong Lai、Chi Ming Che、Shie Ming Peng

  DOI：10.1021/ja00077a025

  日期：1993.12

  Reaction of [Pt(CH3CN)4]2+ with 2,9-diphenyl-1,10-phenanthroline (dpp) in acetonitrile gave the cyclometalated complex [Pt(arc CNN-dpp)(CH3CN)](ClO4) here abbreviated as [7](ClO4)}, the structure of which has been established by H-1-H-1 COSY and X-ray crystallography: triclinic, P1BAR, a = 13.322(3) angstrom, b = 13.877(3) angstrom, c = 14.164(6) angstrom, alpha = 86.74(3)degrees, lambda = 105.87(3)degrees, gamma = 108.93 (2)degrees, V = 2381.0(12) angstrom3, Z = 2. The resemblance between solution excimeric emission and solid-state emission of 7 suggests that the structure of excimer [7]2* in CH2Cl2 is similar to the dimeric unit in the crystalline state. The coordinated CH3CN in 7 is substitution labile and can be easily replaced by nitrogen bases upon heating in acetone to give covalently-linked donor-acceptor organometallic complexes. Crystal structures of coordinated 4-(4-nitrobenzyl)pyridine and 4-(2-(9-anthryl)vinyl)pyridine substituted complexes (10 and 11, respectively) have been determined: [10](ClO4), triclinic, P1BAR, a = 10.143(2) angstrom, b = 13.025(4) angstrom, c = 13.581(2) angstrom, a = 68.64(2)degrees, beta = 77.15(2)degrees, gamma = 68.00(2)degrees, V = 1541.6(7) angstrom3, Z = 2; [11](ClO4), monoclinic, P2(1)/c, a = 13.065(4) angstrom, b = 18.647(5) angstrom, c = 16.276(4) angstrom, beta = 116.59(2)degrees, V = 3546(3) angstrom3, Z= 4. In both structures, one of the phenyl rings of (arc CNN-dpp) is nearly parallel with the nitrogen base ligand, which is perpendicular to the mean plane defined by the atoms N(1), N(2), C(13), and Pt. The photoluminescent properties of 7 and complexes with covalently linked organic quenchers are described.