1,2,4,5-Tetrakis(6-chlorohexylsulfonylmethyl)benzene | 172294-03-0

• 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: 1,2,4,5-Tetrakis(6-chlorohexylsulfonylmethyl)benzene
• CAS: 172294-03-0
• 化学式: C₃₄H₅₈Cl₄O₈S₄
• 分子量: 864.906
• InChiKey: LUFGXZIFUBUXMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  50
• 可旋转键数：
  32
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  170
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,2,4,5-Tetrakis(6-chlorohexylsulfonylmethyl)benzene 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 10.0h， 以98%的产率得到1,2,4,5-Tetrakis(6-iodohexylsulfonylmethyl)benzene
  参考文献：
  名称：

  Synthesis and Molecular Recognition Properties of a .beta.-Cyclodextrin Tetramer

  摘要：

  The synthesis and binding properties of a cyclodextrin tetramer are described. This species is composed of four individual cyclodextrin subunits covalently appended to a central aromatic core. The tetramer is prepared from beta-cyclodextrin in five steps in an overall 14% yield. We have performed a preliminary survey of the binding properties of this species. The structure of tetramertetraarylporphryin complexes was examined by both NMR and mass spectrometry. The results are consistent with a 1:1 stoichiometry in which the aromatic substituents of the porphyrin moiety are incorporated into the individual cyclodextrin subunits of the tetramer. The cyclodextrin tetramer exhibits a high affinity for both tetraarylporphyrins and metalloporphyrins, with binding constants as large as 10(8) M(-1). Finally, we have compared and contrasted the behavior of the tetrameric species with that of two related cyclodextrin dimers. While all of these hosts bind both porphyrins and metalloporphyrins, the tetramer exhibits a special affinity for those guests that contain a neutral inner porphyrin core.

  DOI：

  10.1021/jo00127a040
• 作为产物：
  描述：

  四溴甲苯 在 sodium hydroxide 、 双氧水 、 硫脲 作用下， 以 乙醇 、 氯仿 、 溶剂黄146 为溶剂， 反应 10.5h， 生成 1,2,4,5-Tetrakis(6-chlorohexylsulfonylmethyl)benzene
  参考文献：
  名称：

  Synthesis and Molecular Recognition Properties of a .beta.-Cyclodextrin Tetramer

  摘要：

  The synthesis and binding properties of a cyclodextrin tetramer are described. This species is composed of four individual cyclodextrin subunits covalently appended to a central aromatic core. The tetramer is prepared from beta-cyclodextrin in five steps in an overall 14% yield. We have performed a preliminary survey of the binding properties of this species. The structure of tetramertetraarylporphryin complexes was examined by both NMR and mass spectrometry. The results are consistent with a 1:1 stoichiometry in which the aromatic substituents of the porphyrin moiety are incorporated into the individual cyclodextrin subunits of the tetramer. The cyclodextrin tetramer exhibits a high affinity for both tetraarylporphyrins and metalloporphyrins, with binding constants as large as 10(8) M(-1). Finally, we have compared and contrasted the behavior of the tetrameric species with that of two related cyclodextrin dimers. While all of these hosts bind both porphyrins and metalloporphyrins, the tetramer exhibits a special affinity for those guests that contain a neutral inner porphyrin core.

  DOI：

  10.1021/jo00127a040

文献信息

• Synthesis and Molecular Recognition Properties of a .beta.-Cyclodextrin Tetramer
  作者：Tao Jiang、Ming Li、David S. Lawrence

  DOI：10.1021/jo00127a040

  日期：1995.11

  The synthesis and binding properties of a cyclodextrin tetramer are described. This species is composed of four individual cyclodextrin subunits covalently appended to a central aromatic core. The tetramer is prepared from beta-cyclodextrin in five steps in an overall 14% yield. We have performed a preliminary survey of the binding properties of this species. The structure of tetramertetraarylporphryin complexes was examined by both NMR and mass spectrometry. The results are consistent with a 1:1 stoichiometry in which the aromatic substituents of the porphyrin moiety are incorporated into the individual cyclodextrin subunits of the tetramer. The cyclodextrin tetramer exhibits a high affinity for both tetraarylporphyrins and metalloporphyrins, with binding constants as large as 10(8) M(-1). Finally, we have compared and contrasted the behavior of the tetrameric species with that of two related cyclodextrin dimers. While all of these hosts bind both porphyrins and metalloporphyrins, the tetramer exhibits a special affinity for those guests that contain a neutral inner porphyrin core.