2-(3-chloropropyl)-p-tert-butylcalix[4]arene | 1333321-56-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(3-chloropropyl)-p-tert-butylcalix[4]arene
• CAS: 1333321-56-4
• 化学式: C₄₇H₆₁ClO₄
• 分子量: 725.452
• InChiKey: UQJMTJHNPUTBCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.94
• 重原子数：
  52.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  80.92
• 氢给体数：
  4.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2-(3-chloropropyl)-p-tert-butylcalix[4]arene 在 sodium azide 、 铜 、 copper(II) sulfate 、 sodium iodide 、 sodium chloride 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 24.0h， 生成 2-(3-((4-p-tolyl)-1H-1,2,3-triazolyl)propyl)-25,26,27,28-tetrapropoxy-p-tert-butylcalix[4]arene
  参考文献：
  名称：

  Synthesis and ‘click’ cycloaddition reactions of tetramethoxy- and tetrapropoxy-2-(ω-azidoalkyl)calix[4]arenes

  摘要：

  2-(omega-Chloroalkyl)tetramethoxycalix[4]arenes are converted to 2-(omega-azidoalkyl)tetramethoxy- and cone-2-(omega-azidoalkyl)tetrapropoxycalix[4]arenes, the former by substitution and the latter by demethylation to 2-(omega-chloroalkyl)tetrahydroxycalix[4]arenes, which are O-propylated before substitution of azide for chloride. The azide-terminated calixarenes undergo Cu(I)-catalyzed 1,3-cycloaddition to terminal alkynes to give 1,4-disubstituted 1,2,3-triazoles, demonstrating the potential to couple calixarenes from a tether at the 2-position (methylene bridge) to substrates that bear a terminal alkyne group. The cone conformation of cone-2-(4-chlorobutyl)tetrapropoxycalix[4]arene has been confirmed by X-ray diffraction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.022
• 作为产物：
  描述：

  2-(3-chloropropyl)tetramethoxy-p-tert-butylcalix[4]arene 在 三溴化硼 、 水 、 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 以70.8%的产率得到2-(3-chloropropyl)-p-tert-butylcalix[4]arene
  参考文献：
  名称：

  Synthesis and ‘click’ cycloaddition reactions of tetramethoxy- and tetrapropoxy-2-(ω-azidoalkyl)calix[4]arenes

  摘要：

  2-(omega-Chloroalkyl)tetramethoxycalix[4]arenes are converted to 2-(omega-azidoalkyl)tetramethoxy- and cone-2-(omega-azidoalkyl)tetrapropoxycalix[4]arenes, the former by substitution and the latter by demethylation to 2-(omega-chloroalkyl)tetrahydroxycalix[4]arenes, which are O-propylated before substitution of azide for chloride. The azide-terminated calixarenes undergo Cu(I)-catalyzed 1,3-cycloaddition to terminal alkynes to give 1,4-disubstituted 1,2,3-triazoles, demonstrating the potential to couple calixarenes from a tether at the 2-position (methylene bridge) to substrates that bear a terminal alkyne group. The cone conformation of cone-2-(4-chlorobutyl)tetrapropoxycalix[4]arene has been confirmed by X-ray diffraction. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.022