(E)-4-(3-bromostyryl)pyridine | 75990-93-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-4-(3-bromostyryl)pyridine
• 英文别名: 4-[(E)-2-(3-bromophenyl)ethenyl]pyridine
• CAS: 75990-93-1
• 化学式: C₁₃H₁₀BrN
• 分子量: 260.133
• InChiKey: OVIOMNRXAUZPCB-SNAWJCMRSA-N

物化性质

• 沸点：
  363.4±21.0 °C(Predicted)
• 密度：
  1.428±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• 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：

  (E)-4-(3-bromostyryl)pyridine 生成 4-[(E)-2-(3-bromophenyl)ethenyl]-1-methyl-3,6-dihydro-2H-pyridine;hydrochloride
  参考文献：
  名称：

  EFANGE, S. M. N.;MICHELSON, R. H.;REMMEL, R. P.;BOUDREAU, R. J.;DUTTA, A.+, J. MED. CHEM., 33,(1990) N2, C. 3133-3138

  摘要：

  DOI：
• 作为产物：
  描述：

  3-溴苄溴 在 sodium ethanolate 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 33.0h， 生成 (E)-4-(3-bromostyryl)pyridine
  参考文献：
  名称：

  Sablin; Krueger; Singer, Journal of Medicinal Chemistry, 1994, vol. 37, # 1, p. 151 - 157

  摘要：

  DOI：

文献信息

• (E)-Specific direct Julia-olefination of aryl alcohols without extra reducing agents promoted by bases
  作者：Chuan-Zhi Yao、Qiang-Qiang Li、Mei-Mei Wang、Xiao-Shan Ning、Yan-Biao Kang

  DOI：10.1039/c5cc01965f

  日期：——

  (E)-Specific direct Julia-olefination of aryl alcohols promoted by bases: a strategy of self-hydride transferring redox process.

  芳基醇的(E)-特异性直接Julia烯烃化反应在碱的促进下进行：一种自氢化物转移氧化还原过程的策略。
• 1,2,4,5-Benzenetetracarboxylic acid: a versatile hydrogen bonding template for controlling the regioselective topochemical synthesis of head-to-tail photodimers from stilbazole derivatives
  作者：Gabriela Ortega、Jesús Hernández、Teresa González、Romano Dorta、Alexander Briceño

  DOI：10.1039/c7pp00448f

  日期：2018.5

  The crystal engineering of hydrogen bonded organic assemblies based on 1,2,4,5-benzenetetracarboxylic acid (H4bta) and stilbazole derivatives (1–10) is exploited to provide regio-controlled [2 + 2] photocycloadditions in the solid state. Single crystal X-ray diffraction analyses have revealed that all the arrays are built-up from the self-assembly of the (H2bta)2− dianion with two stilbazolium cations

  利用基于1,2,4,5-苯四甲酸（H 4 BTA）和stilbazole衍生物（1-10）的氢键有机组装体的晶体工程学，可提供处于固态的区域控制[2 + 2]光环加成。单晶X射线衍射分析揭示，所有的阵列建成从自组装的（H的2 BTA）2-的二价阴离子与2个芪阳离子经由O - H⋯ø -和N + -H⋯ö −电荷辅助的H键合成子：（4-Hstilbazolium +）2（H 2 BTA 2−）。该二价阴离子显示出有趣的H键基序多样性。这种结构上的灵活性使我们能够获得四种结构类型，这些结构类型是由羧酸盐-羧酸基团之间的分子内或分子间氢键的优先形成所定义的。在这些离子组件中，观察到两个主要的结构H键模式。第一种模式的特征在于在二价阴离子中分子内氢键的形成，从而导致基于三元阵列的离散组装。第二种氢模式包括二维氢网络，该网络是通过阴离子的自组装建立的与阳离子连接的分子间氢键。还观察到另外两个例子，其
• Stereoselective Solid-State Synthesis of Substituted Cyclobutanes Assisted by Pseudorotaxane-like MOFs
  作者：Fei-Long Hu、Yan Mi、Chen Zhu、Brendan F. Abrahams、Pierre Braunstein、Jian-Ping Lang

  DOI：10.1002/anie.201806076

  日期：2018.9.24

  cyclobutane derivative in the CH3O‐spy‐based MOF. Introducing substituents at the 2‐ or 3‐position of the phenyl group of 4‐spy does not significantly affect the rate of the dimerization process except in the case of the strongly electron‐withdrawing nitro group where the rate is significantly decreased. These results are in striking contrast to the mixtures of photoproducts and low yields obtained by

  反式-4-苯乙烯基吡啶（4-spy）衍生物的区域选择性光二聚作用是使用类拟轮烷样的基于Zn的金属有机骨架MOF作为模板进行的。的形成rctt -HT（头对尾）二聚体是通过限制对六角窗内协调4-间谍衍生物配位体中，然后用UV光照射它们来实现的。在这样的MOF材料中包含两个不同的取代4间谍配体的光二聚反应也是可能的。醚键的形成来保护HO-间谍的敏感-OH基团和CH的甲基3 O型间谍在CH形成环丁烷衍生物的后随后去除3基于O间谍的MOF。在4间谍的苯基的2或3位引入取代基不会显着影响二聚反应的速率，除非强吸电子硝基的速率显着降低。这些结果与光产物的混合物形成鲜明对比，而光产物的混合物是通过在有机溶剂中进行非模板光二聚而获得的低收率。
• Exploiting benzilic acid as a modular template: controlling photoreactivity and solid to liquid transition during photodimerization
  作者：Mollah Rohan Ahsan、Lavanya Singh、Harshit Varma、Arijit Mukherjee

  DOI：10.1039/d3cc04257j

  日期：——

  A well-known molecule, benzilic acid, is used as a [2+2] photodimerization template by using third-generation crystal engineering principles. This template utilizes orthogonality and non-covalent interactions in an optimized way and is shown to be effective in tuning the photoreactivity of styryl pyridine derivatives. The photo-induced crystal-to-liquid transformation was observed during photodimerization

  利用第三代晶体工程原理，采用众所周知的分子二苯乙醇酸作为[2+2]光二聚化模板。该模板以优化的方式利用正交性和非共价相互作用，并被证明可以有效调节苯乙烯基吡啶衍生物的光反应性。在光二聚过程中观察到光诱导的晶体到液体的转变。这种现象是基于滑移面和能量框架分析来解释的。
• Flexible N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine analog: synthesis and monoamine oxidase catalyzed bioactivation
  作者：S. Mbera Ngale Efange、R. H. Michelson、R. P. Remmel、R. J. Boudreau、A. K. Dutta、A. Freshler

  DOI：10.1021/jm00174a007

  日期：1990.12

  Eighteen analogues of N-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) were synthesized and evaluated as substrates of monoamine oxidase. In general, the flexible analogues, characterized by the presence of a methylene (or ethylene) bridge between the aryl/heteroaryl and tetrahydropyridyl moieties, were better substrates of the enzyme than the conformationally restricted MPTP. It is suggested that the increased oxidative activity of these flexible analogues reflects enhanced binding due to the ability of the C-4-aryl/heteroaryl substituent to gain access to a hydrophobic pocket within the substrate binding site.