25-(6-bromohexyloxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene | 170453-67-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 25-(6-bromohexyloxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene
• 英文别名: 25-(6-bromohexoxy)-5,11,17,23-tetratert-butyl-26,27,28-tripropoxypentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene
• CAS: 170453-67-5
• 化学式: C₅₉H₈₅BrO₄
• 分子量: 938.226
• InChiKey: YHMXQYOULHRIEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.25
• 重原子数：
  64.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  tri(n-propoxy)calix[4]arene 、 25-(6-bromohexyloxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 132.0h， 以78%的产率得到5,11,17,23-tetratert-butyl-25,26,27-tripropoxy-28-[6-[(26,27,28-tripropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3,5,7(28),9(27),10,12,15(26),16,18,21,23-dodecaenyl)oxy]hexoxy]pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(24),3,5,7(28),9,11,13(27),15(26),16,18,21(25),22-dodecaene
  参考文献：
  名称：

  Synthesis and metal-binding properties of oligo-calixarenes. an approach towards the calix[4]arene-based dendrimers

  摘要：

  A series of bis-calix[4]arene derivatives 4a-h (cone conformation) linked through the phenolic oxygens with the help of a single aliphatic chain (lower rim-lower rim connection) was obtained in high yields (50-80%) by alkylation of 25, 26, 27-tripropoxy-28-hydroxycalix [4]arenes 2a, 2b with 0.5 equiv. of Br-(CH2)(n)-Br in the presence of NaH. The same reaction with excess dibromides yielded corresponding bromoalkyl derivatives 3a-c which were used for construction of oligo-calix[4]arenes (bis, tris, pentakis) - a new family of calix[4]arene derivatives representing the first step on the way towards the calixarene-based dendrimers. The metal complexation behavior of newly prepared compounds was investigated with the help of H-1 NMR spectroscopy.

  DOI：

  10.1016/0040-4020(95)00408-z
• 作为产物：
  描述：

  1,6-二溴己烷 、 tris(propoxy)-4-tert-butylcalix[4]arene 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 以76%的产率得到25-(6-bromohexyloxy)-5,11,17,23-tetra-tert-butyl-26,27,28-tripropoxycalix<4>arene
  参考文献：
  名称：

  Synthesis and metal-binding properties of oligo-calixarenes. an approach towards the calix[4]arene-based dendrimers

  摘要：

  A series of bis-calix[4]arene derivatives 4a-h (cone conformation) linked through the phenolic oxygens with the help of a single aliphatic chain (lower rim-lower rim connection) was obtained in high yields (50-80%) by alkylation of 25, 26, 27-tripropoxy-28-hydroxycalix [4]arenes 2a, 2b with 0.5 equiv. of Br-(CH2)(n)-Br in the presence of NaH. The same reaction with excess dibromides yielded corresponding bromoalkyl derivatives 3a-c which were used for construction of oligo-calix[4]arenes (bis, tris, pentakis) - a new family of calix[4]arene derivatives representing the first step on the way towards the calixarene-based dendrimers. The metal complexation behavior of newly prepared compounds was investigated with the help of H-1 NMR spectroscopy.

  DOI：

  10.1016/0040-4020(95)00408-z