2-<2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecin-16-yl)ethenyl>-1-(3-sulfopropyl)quinolinium betaine | 165547-60-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-<2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecin-16-yl)ethenyl>-1-(3-sulfopropyl)quinolinium betaine
• 英文别名: 3-{2-[(E)-2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-benzopentaoxacyclopentadecin-15-yl)ethenyl]quinolinium-1-yl}propane-1-sulfonate；3-[2-[(E)-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)ethenyl]quinolin-1-ium-1-yl]propane-1-sulfonate
• CAS: 165547-60-4
• 化学式: C₂₈H₃₃NO₈S
• 分子量: 543.638
• InChiKey: VVSOPSHCHWIDSO-RMKNXTFCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  38
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  116
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-<2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecin-16-yl)ethenyl>-1-(3-sulfopropyl)quinolinium betaine 在 magnesium(II) perchlorate 作用下， 以 乙腈 为溶剂， 生成 1,cis-3-di[1-(3-sulfonyl)quinolinium-2-yl]-trans-2-trans-4-di(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecin-16-yl)cyclobutane dibetaine
  参考文献：
  名称：

  Crown-ether styryl dyes

  摘要：

  Styryl dyes (4a,b) containing a 15-crown-5 fragment and isomeric 2- and 4-quinolinium residues with an N-sulfopropyl substituent undergo [2+2] -autophotocycloaddition to give cyclobutane derivatives (9a,b) in acetonitrile only in the presence of Mg(ClO4)(2) or Ca(ClO4)(2). The stereospecificity of both pathways of photocycloaddition and its efficiency are explained by the preorganization of the supramolecular dimers derived from the trans-isomers of the dyes when they are bound into complexes with Mg and Ca cations.

  DOI：

  10.1007/bf00696719
• 作为产物：
  描述：

  4-甲酰-15-冠-5 、 3-(2-甲基喹啉-1-基)丙烷-1-磺酸内盐 在 吡啶 作用下， 以 乙醇 为溶剂， 反应 20.0h， 以41%的产率得到2-<2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzocyclopentadecin-16-yl)ethenyl>-1-(3-sulfopropyl)quinolinium betaine
  参考文献：
  名称：

  Crown-ether styryl dyes

  摘要：

  Styryl dyes (4a,b) containing a 15-crown-5 fragment and isomeric 2- and 4-quinolinium residues with an N-sulfopropyl substituent undergo [2+2] -autophotocycloaddition to give cyclobutane derivatives (9a,b) in acetonitrile only in the presence of Mg(ClO4)(2) or Ca(ClO4)(2). The stereospecificity of both pathways of photocycloaddition and its efficiency are explained by the preorganization of the supramolecular dimers derived from the trans-isomers of the dyes when they are bound into complexes with Mg and Ca cations.

  DOI：

  10.1007/bf00696719

文献信息

• Crown-containing styryl dyes
  作者：S. P. Gromov、A. A. Golosov、O. A. Fedorova、D. E. Levin、M. V. Alfimov

  DOI：10.1007/bf00696972

  日期：1995.1

  New crown ether styryl dyes containing various heterocyclic moieties and substituents were synthesized. Thecis andtrans isomers of crown ether styryl dyes and their complexes with metal cations were characterized by their absorption and fluorescence spectra. Based on an analysis of the spectral parameters and the shifts of the absorption and fluorescence maxima upon photoisomerization and complexation

  合成了含有各种杂环部分和取代基的新冠醚苯乙烯基染料。冠醚苯乙烯基染料的顺式和反式异构体及其与金属阳离子的配合物通过吸收和荧光光谱表征。基于光谱参数的分析以及光异构化和络合时吸收和荧光最大值的位移，揭示了杂环部分的性质和结构对苯乙烯基离子载体光致变色的影响。
• Crown-ether styryl dyes
  作者：S. P. Gromov、O. A. Fedorova、E. N. Ushakov、A. V. Buevich、M. V. Alfimov

  DOI：10.1007/bf00696719

  日期：1995.11

  Styryl dyes (4a,b) containing a 15-crown-5 fragment and isomeric 2- and 4-quinolinium residues with an N-sulfopropyl substituent undergo [2+2] -autophotocycloaddition to give cyclobutane derivatives (9a,b) in acetonitrile only in the presence of Mg(ClO4)(2) or Ca(ClO4)(2). The stereospecificity of both pathways of photocycloaddition and its efficiency are explained by the preorganization of the supramolecular dimers derived from the trans-isomers of the dyes when they are bound into complexes with Mg and Ca cations.