5,11,17,23,29,35-hexaphenyl-37,38,39,40,41,42-hexahydroxycalix<6>arene | 92887-22-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5,11,17,23,29,35-hexaphenyl-37,38,39,40,41,42-hexahydroxycalix<6>arene
• 英文别名: 5,11,17,23,29,35-hexaphenyl-37,38,39,40,41,42-hexahydroxycalix[6]arene；p-phenylcalix[6]arene；5,11,17,23,29,35-Hexakis-phenylheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaene-37,38,39,40,41,42-hexol
• CAS: 92887-22-4
• 化学式: C₇₈H₆₀O₆
• 分子量: 1093.33
• InChiKey: FXAYXBDTPUVWGR-UHFFFAOYSA-N

物化性质

• 熔点：
  408-410 °C
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  19.2
• 重原子数：
  84
• 可旋转键数：
  6
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  121
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,11,17,23,29,35-hexaphenyl-37,38,39,40,41,42-hexahydroxycalix<6>arene 在 氯磺酸 作用下， 以 氯仿 为溶剂， 生成 4-[37,38,39,40,41,42-Hexahydroxy-11,17,23,29,35-pentakis(4-sulfophenyl)-5-heptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(36),3,5,7(42),9,11,13(41),15,17,19(40),21(39),22,24,27(38),28,30,33(37),34-octadecaenyl]benzenesulfonic acid
  参考文献：
  名称：

  带有延伸臂的杯芳烃的直接合成：对苯杯[4,5,6,8]芳烃及其水溶性磺化衍生物

  摘要：

  已从对苯酚与甲醛在四氢萘中的碱催化缩合中分离出对苯基杯[4,5,6,8]芳烃，并使用硫酸或氯磺酸将其选择性转化为相应的磺化衍生物。

  DOI：

  10.1016/s0040-4039(01)01218-7
• 作为产物：
  描述：

  聚合甲醛 、 对羟基联苯 在 sodium hydroxide 作用下， 生成 5,11,17,23,29,35-hexaphenyl-37,38,39,40,41,42-hexahydroxycalix<6>arene
  参考文献：
  名称：

  Calixarenes. 16. Functionalized calixarenes: the direct substitution route

  摘要：

  DOI：

  10.1021/jo00350a071

文献信息

• Direct Synthesis of Deep Cavity p-Phenylcalix[4]arene in Poly(Ethylene Glycol), and its Self-Association in the Solid State
  作者：Mohamed Makha、Colin L. Raston、Alexandre N. Sobolev

  DOI：10.1071/ch06080

  日期：——

  p-Phenylcalix[4]arene is formed directly from p-phenylphenol in 66% yield (50% isolated yield) using poly(ethylene glycol) as the reaction medium, with crystallization of the pure cavitand from toluene mediated by p-carborane. The solid-state structure comprises interlocking columnar arrays.

  p-Phenylcalix[4]arene 由 p-苯基苯酚直接形成，产率 66%（分离产率 50%），使用聚（乙二醇）作为反应介质，在对碳硼烷的介导下从甲苯中结晶出纯空洞。固态结构包括互锁的柱状阵列。
• Cyclodextrins or Calixarenes: What is the Best Mass Transfer Promoter for Suzuki Cross-Coupling Reactions in Water?
  作者：F. Hapiot、J. Lyskawa、H. Bricout、S. Tilloy、E. Monflier

  DOI：10.1002/adsc.200303149

  日期：2004.1

  Cyclodextrins or calixarenes possessing extended hydrophobic host cavities and surface-active properties were found to be very efficient as mass transfer promoters for the palladium-mediated Suzuki cross-coupling reaction of 1-iodo-4-phenylbenzene and phenylboronic acid in aqueous medium. The cross-coupling rates were up to 92 times higher than those obtained without addition of any compound.

  发现具有扩展的疏水主体腔和表面活性的环糊精或杯芳烃非常有效地用作1-碘-4-苯基苯和苯基硼酸在水介质中的钯介导的Suzuki交叉偶联反应的传质促进剂。交叉偶联率比不添加任何化合物时获得的交叉偶联率高92倍。
• Synthesis and in vivo biological activity of large-ringed calixarenes against Mycobacterium tuberculosis
  作者：Kerry J. Goodworth、Anne-Cécile Hervé、Evangelos Stavropoulos、Gwénaelle Hervé、Isabel Casades、Alison M. Hill、Gordon G. Weingarten、Ricardo E. Tascon、M. Joseph Colston、Helen C. Hailes

  DOI：10.1016/j.tet.2010.11.034

  日期：2011.1

  A series of large-ringed calix[6,7,8]arene analogues have been synthesised and their affect against Mycobacterium tuberculosis in vivo established. In general, when p-phenylcalixarenes and tert-butylcalixarenes were not functionalised at the lower rim, low biological activities were observed. However on going from partially to fully lower rim pegylated calixarenes the anti-mycobacterial properties improved. The addition of cyanopropoxy groups at the lower rim gave rise to low activities, whereas the addition of acetate moieties interestingly had pro-TB effects. Two upper rim sulfonated calixarenes showed promising properties. In the course of this work, a high yielding procedure to synthesise p-phenylcalix[7]arene was also established. (C) 2010 Elsevier Ltd. All rights reserved.
• GUTSCHE, C. D.;PAGORIA, PH. F., J. ORG. CHEM., 1985, 50, N 26, 5795-5802
  作者：GUTSCHE, C. D.、PAGORIA, PH. F.

  DOI：——

  日期：——