5,17-bis(2-(p-chloromethyl phenyl) ethyl dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene | 1219629-33-0

• 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: 5,17-bis(2-(p-chloromethyl phenyl) ethyl dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene
• 英文别名: 2-[4-(Chloromethyl)phenyl]ethyl-[17-[2-[4-(chloromethyl)phenyl]ethyl-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；2-[4-(chloromethyl)phenyl]ethyl-[17-[2-[4-(chloromethyl)phenyl]ethyl-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: 1219629-33-0
• 化学式: C₆₂H₇₈Cl₂O₄Si₂
• 分子量: 1014.38
• InChiKey: PXPZOIMQNFIRAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  15.31
• 重原子数：
  70
• 可旋转键数：
  22
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5,17-bis(dimethylsilyl)-25,26,27,28-tetra propoxy calix[4]arene 、 4-氯甲基苯乙烯 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， 反应 0.25h， 以65%的产率得到5,17-bis(2-(p-chloromethyl phenyl) ethyl 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

文献信息

• Functionalisation of the upper rim of calix[4]arene via alcoholysis and hydrosilylation reactions
  作者：Kazem D. Safa、Yones Mosaei Oskoei

  DOI：10.1016/j.jorganchem.2009.11.029

  日期：2010.2

  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.