5,17,29-triamino-11,23,35-tris(1,1-dimethylethyl)-37,39,41-trimethoxy-38,40,42-tri-n-octyloxycalix[6]arene | 259886-63-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,17,29-triamino-11,23,35-tris(1,1-dimethylethyl)-37,39,41-trimethoxy-38,40,42-tri-n-octyloxycalix[6]arene
• 英文别名: 11,23,35-triamino-5,17,29-tri-tert-butyl-38,40,42-trimethoxy-37,39,41-tri-n-octyloxycalix[6]arene；11,23,35-Tritert-butyl-37,39,41-trimethoxy-38,40,42-trioctoxyheptacyclo[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-5,17,29-triamine
• CAS: 259886-63-0
• 化学式: C₈₁H₁₁₇N₃O₆
• 分子量: 1228.84
• InChiKey: UJNQBBCALMFLMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  24.6
• 重原子数：
  90
• 可旋转键数：
  30
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  133
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  异氰酸苯酯 、 5,17,29-triamino-11,23,35-tris(1,1-dimethylethyl)-37,39,41-trimethoxy-38,40,42-tri-n-octyloxycalix[6]arene 以 二氯甲烷 为溶剂， 反应 5.0h， 以56%的产率得到5,17,29-tri-tert-butyl-38,40,42-trimethoxy-37,39,41-tri-n-octyloxy-11,23,35-tris-(N'-phenylureyl)-calix[6]arene
  参考文献：
  名称：

  Triureidocalix自组装的二聚体胶囊

  摘要：

  制备了许多在交替环1、3和5的上边缘位置带有脲的杯[6]芳烃，并通过NMR光谱学和凝胶渗透色谱法进行了详细研究。N-未取代的尿素显示通过氢键的环状阵列二聚，从而产生能够包封小分子（例如二氯甲烷，苯和氟苯）的圆柱形空腔。在[D6] DMSO-CDCl3混合物中观察到二聚体和单体之间的平衡缓慢。相反，N-取代的脲是单体的。所有具有大体积O取代基的尿素单体在C3v和Cs视锥构象之间均显示出溶剂依赖性的缓慢平衡。

  DOI：

  10.1002/(sici)1521-3765(20000103)6:1<73::aid-chem73>3.0.co;2-#
• 作为产物：
  描述：

  5,17,29-Tri-tert-butyl-38,40,42-trimethoxy-37,39,41-tri-n-octyloxy-11,23,35-trinitrocalix[6]arene 在 palladium 10% on activated carbon 、 一水合肼 作用下， 以 乙醇 为溶剂， 反应 24.0h， 生成 5,17,29-triamino-11,23,35-tris(1,1-dimethylethyl)-37,39,41-trimethoxy-38,40,42-tri-n-octyloxycalix[6]arene
  参考文献：
  名称：

  硫脲杯[6]芳烃

  摘要：

  研究了在上部边缘附加有苯基硫脲基氢键供体 (HBD) 基团的两种新型杯 [6] 芳烃衍生物。HBD 单元的数量影响大环主体的构象及其对基于联吡啶的客体的结合能力，作为其反离子的函数。

  DOI：

  10.1002/ejoc.202101080

文献信息

• Hierarchical self-assembly of amphiphilic calix[6]arene wheels and viologen axles in water
  作者：Rocco Bussolati、Pasquale Carrieri、Andrea Secchi、Arturo Arduini、Alberto Credi、Monica Semeraro、Margherita Venturi、Serena Silvi、Diana Velluto、Romina Zappacosta、Antonella Fontana

  DOI：10.1039/c3ob40739j

  日期：——

  We have designed and synthesized two amphiphilic calix[6]arene derivatives, CA8 and CA18, that combine the potential to act as wheel components for pseudorotaxane structures with the self-assembly features typical of surfactant molecules in aqueous solution. Their endo-cavity recognition and self-aggregation properties were compared with those of a non-amphiphilic analogue, C8. TEM, DLS, and fluorescence experiments show that in water the amphiphilic calixarenes form vesicle- and micelle-like aggregates. The size, nature and properties of such aggregates depend on the length of the alkyl chain anchored at the lower rim of the calix[6]arene skeleton, as well as on the inclusion of a molecular guest into the wheel. Specifically, the release of a fluorescent guest entrapped inside the CA8 vesicles is accelerated in the presence of dioctylviologen axles that can pierce the calixarene cavity.

  我们设计并合成了两种两性聚合物卡拉[6]芳烃衍生物CA8和CA18，它们结合了作为伪旋转结构轮部件的潜力，以及在水溶液中典型的表面活性剂分子的自组装特性。它们的内腔识别和自聚集特性与一种非两性类似物C8进行了比较。透射电子显微镜（TEM）、动态光散射（DLS）和荧光实验表明，在水中，这些两性卡拉芳烃形成类似囊泡和胶束的聚集体。这些聚集体的大小、性质和特性取决于锚定在卡拉[6]芳烃骨架下缘的烷基链的长度，以及分子客体的包含。具体而言，在存在可以穿透卡拉芳烃腔体的二辛基紫罗兰轴时，困在CA8囊泡内的荧光客体的释放被加速。
• Synthesis of Upper Rim Covalently Linked Double Calix[6]arenes
  作者：Arturo Arduini、Riccardo Ferdani、Andrea Pochini、Andrea Secchi

  DOI：10.1016/s0040-4020(00)00805-x

  日期：2000.10

  A series of new double calix[6]arenes obtained through the 1,3,5-upper rim linkage of two calix[6]arene units with imino or 1,4-phenylendiimino bridges has been synthesised. These compounds were conceived as hosts for selected organic cations but since they are molecular cages with different grades of accessibility of the internal cavity, they gave some insight on the way 1,3,5-trimethoxycalix [6]arenes interact with guests and, in particular on the pathway guests choose to access the cavity. H-1 NMR studies showed that the distance between the two calixarene caps and the dimension of the equatorial portals are the key control elements on the efficiency and selectivity of binding. It was thus hypothesised that the entrance of the guests into the cage takes place exclusively from the equatorial portals and, in general, from the upper rim of the calix[6]arene. (C) 2000 Elsevier Science Ltd. All rights reserved.