5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene | 1219629-23-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene
• 英文别名: (17-Dimethylsilyl-25,26,27,28-tetrapropoxy-5-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)-dimethylsilane；(17-dimethylsilyl-25,26,27,28-tetrapropoxy-5-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)-dimethylsilane
• CAS: 1219629-23-8
• 化学式: C₄₄H₆₀O₄Si₂
• 分子量: 709.129
• InChiKey: BMQUHGSPIFVFEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.91
• 重原子数：
  50
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  戊醇 、 5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene 在 铂(0)-1,3-二乙烯-1,1,3,3-四甲基二硅氧烷 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 为溶剂， 以67%的产率得到5,17-bis(pentoxydimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene
  参考文献：
  名称：

  Functionalisation of the upper rim of calix[4]arene via alcoholysis and hydrosilylation reactions

  摘要：

  Metalation of 5,17-dibromo-25,26,27,28-tetra propoxy calix[4]arene (1) with n-BuLi in THF at -78 degrees C gave organolithium reagent, which reacted with Me2HSiCl to give 5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene (2). The Si-H groups of calixarene 2 were treated with methanol, ethanol, propanol, butanol, pentanol, hexanol, 2-propanol and 2-methyl propanol in the presence of Karstedt catalyst (platinum(0)-1,3-divinyl-1,1,3,3-tetramethyl disiloxane complex, solution in xylene) to give the corresponding 5,17-bis(alkoxydimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene (3). Moreover, calixarene 2 was easily functionalized with a variety of alkenes using Karstedt catalyst to give the corresponding organosilylated calix[4]arene (4). (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.11.029
• 作为产物：
  描述：

  二甲基一氯硅烷 、 5,17-dibromo-25,26,27,28-tetra-n-propylcalix[4]arene 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.75h， 以72%的产率得到5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene
  参考文献：
  名称：

  Functionalisation of the upper rim of calix[4]arene via alcoholysis and hydrosilylation reactions

  摘要：

  Metalation of 5,17-dibromo-25,26,27,28-tetra propoxy calix[4]arene (1) with n-BuLi in THF at -78 degrees C gave organolithium reagent, which reacted with Me2HSiCl to give 5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene (2). The Si-H groups of calixarene 2 were treated with methanol, ethanol, propanol, butanol, pentanol, hexanol, 2-propanol and 2-methyl propanol in the presence of Karstedt catalyst (platinum(0)-1,3-divinyl-1,1,3,3-tetramethyl disiloxane complex, solution in xylene) to give the corresponding 5,17-bis(alkoxydimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene (3). Moreover, calixarene 2 was easily functionalized with a variety of alkenes using Karstedt catalyst to give the corresponding organosilylated calix[4]arene (4). (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.11.029