(E)-6-Methyl-6-azonia-2'-azastilbene iodide | 73048-56-3

• 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: (E)-6-Methyl-6-azonia-2'-azastilbene iodide
• 英文别名: 1-methyl-2-(trans-2-[2]pyridyl-vinyl)-pyridinium; iodide；1-Methyl-2-(trans-2-[2]pyridyl-vinyl)-pyridinium; Jodid；1-Methyl-2-[(E)-2-(pyridin-2-yl)ethenyl]pyridin-1-ium iodide；1-methyl-2-[(E)-2-pyridin-2-ylethenyl]pyridin-1-ium;iodide
• CAS: 73048-56-3
• 化学式: C₁₃H₁₃N₂*I
• 分子量: 324.164
• InChiKey: LWIXBRCZKVRWCK-HRNDJLQDSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.92
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  16.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-6-Methyl-6-azonia-2'-azastilbene iodide 反应 16.0h， 以99%的产率得到r-1,t-3-Bis(1-methyl-2-pyridinio)-c-2,t-4-bis(2-pyridyl)cyclobutan-diiodid
  参考文献：
  名称：

  [2+2] Photodimerization of bispyridylethylenes by a controlled shift of the protonation equilibrium

  摘要：

  Irradiation of trans-4,4'-bispyridylethylene in the presence of I equiv of concd HCl produced a syn dimer with high selectivity, whereas irradiation in the presence of more than 2 equiv of concd HCl or in the absence of HCl gave a mixture of dimers and by-products with much lower selectivity. This indicated that a suitable amount of acid served as a catalyst for the [2+2] photodimerization of BPEs through cation-pi interactions between the pyridinium and pyridine rings. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.075
• 作为产物：
  描述：

  (E)-1,2-双(2-吡啶基)乙烯 、 碘甲烷 生成 (E)-6-Methyl-6-azonia-2'-azastilbene iodide
  参考文献：
  名称：

  VANSANT J.; SMETS G.; DECLERCQ J. P.; GERMAIN G.; MEERSSCHE M. VAN, J. ORG. CHEM., 1980, 45, NO 9, 1557-1565

  摘要：

  DOI：

文献信息

• Horner, Michael; Huenig, Siegfried, Liebigs Annalen der Chemie, 1982, # 6, p. 1183 - 1210
  作者：Horner, Michael、Huenig, Siegfried

  DOI：——

  日期：——
• Azastilbenes. 2. Photodimerization
  作者：J. Vansant、S. Toppet、G. Smets、J. P. Declercq、G. Germain、M. Van Meerssche

  DOI：10.1021/jo01297a003

  日期：1980.4
• Copolymerization Reactions of <i>trans</i>-1,2-Di(2-pyridyl)ethylene
  作者：C. S. MARVEL、A. T. TWEEDIE、JAMES. ECONOMY

  DOI：10.1021/jo01118a024

  日期：1956.12.1
• [2+2] Photodimerization of bispyridylethylenes by a controlled shift of the protonation equilibrium
  作者：Shinji Yamada、Momoko Kusafuka、Mai Sugawara

  DOI：10.1016/j.tetlet.2013.05.075

  日期：2013.7

  Irradiation of trans-4,4'-bispyridylethylene in the presence of I equiv of concd HCl produced a syn dimer with high selectivity, whereas irradiation in the presence of more than 2 equiv of concd HCl or in the absence of HCl gave a mixture of dimers and by-products with much lower selectivity. This indicated that a suitable amount of acid served as a catalyst for the [2+2] photodimerization of BPEs through cation-pi interactions between the pyridinium and pyridine rings. (C) 2013 Elsevier Ltd. All rights reserved.
• VANSANT J.; SMETS G.; DECLERCQ J. P.; GERMAIN G.; MEERSSCHE M. VAN, J. ORG. CHEM., 1980, 45, NO 9, 1557-1565
  作者：VANSANT J.、 SMETS G.、 DECLERCQ J. P.、 GERMAIN G.、 MEERSSCHE M. VAN

  DOI：——

  日期：——