37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯 | 106750-73-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯
• 英文名称: 37,38,39,40,41,42-hexamethoxycalix<6>arene
• 英文别名: 37,38,39,40,41,42-hexamethoxycalix[6]arene；37,38,40,41,42-Hexamethoxycalix[6]arene；hexamethoxycalix<6>arene；hexamethoxycalix[4]arene；hexamethoxycalix[6]arene；1-Methoxycalix[6]arene；37,38,39,40,41,42-hexamethoxyheptacyclo[31.3.1.13,7.19,13.115,19.121,25.127,31]dotetraconta-1(37),3(42),4,6,9(41),10,12,15(40),16,18,21,23,25(39),27,29,31(38),33,35-octadecaene
• CAS: 106750-73-6
• 化学式: C₄₈H₄₈O₆
• 分子量: 720.906
• InChiKey: NZFUTUHMAKZGPP-UHFFFAOYSA-N

物化性质

• 熔点：
  326-328 °C
• 沸点：
  877.9±65.0 °C(Predicted)
• 密度：
  1.122±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  54
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯 在 silver trifluoroacetate 、 碘 作用下， 以 氯仿 为溶剂， 反应 6.0h， 生成 5,11,17,23,29,35-hexaiodo-37,38,39,40,41,42-hexamethoxycalix[6]arene
  参考文献：
  名称：

  Layered Calcium Structures of p-Phosphonic Acid O-Methyl-Calix[6]arene

  摘要：

  Hexamethoxy-calix[6]arene has been fully functionalized with p-phosphonic acid groups on the upper rim in 57% yield over three steps and has been authenticated in the solid state by X-ray diffraction as either a nitrate salt or one of two calcium complexes. The latter differ by the ratio of calcium ions per calixarene, either 3:1 or 4:1. In both structures, the coordination sphere of the calcium ions is made up of oxygen atoms from the phosphonic acid groups and from water of crystallization, as part of extended polymeric layers in the extended three-dimensional packing. Hirshfeld surface analysis shows extensive O center dot center dot center dot H and O center dot center dot center dot Ca interactions for the phosphonic acid moieties in both calcium structures. Matrix assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOF-MS) of the hexaphosphonic acid shows nanoarrays consisting of up to a maximum of 28 calixarene units.

  DOI：

  10.1021/cg1003484
• 作为产物：
  描述：

  冠6烯 、 碘甲烷 在 sodium hydride 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 以96%的产率得到37,38,39,40,41,42-六甲氧基-七环[31.3.1.13,7.19,13.115,19.121,25.127,31]四十二碳-1(37),3,5,7(42),9,11,13(41),15,17,19(40),21,23,25(39),27,29,31(38),33,35-十八烯
  参考文献：
  名称：

  杯芳烃12：功能化杯芳烃的合成

  摘要：

  程序用于去除的描述p从-t丁基p -t丁基杯[4]芳烃，p -t丁基杯[6]芳烃，和p -t丁基杯[8]芳烃和引进的官能团体就位。尽管将杯芳烃的对位官能化的尝试通常失败了，但相应的甲基醚仍易于乙酰化，以提供对乙酰基，对羧基和对甲氧羰基杯[6]芳烃和杯[ 8]芳烃。乙酰化和杯[4]芳烃和杯[6]苯甲酰在酚氧芳烃发生，而不是p-位，在大多数反应条件下导致完全被O-取代的产物。在吡啶存在下，杯[4]芳烃与苯甲酰氯反应，生成三苯甲酸酯。将三苯甲酸酯转化为相应的三苯甲酰氧基单烯丙基醚，然后进行克莱森重排和水解，生成单烯丙基杯[4]芳烃，该化合物特别受关注，因为它具有合成在“上边缘”上包含单个取代基的杯芳烃的潜力。

  DOI：

  10.1016/s0040-4020(01)87580-3

文献信息

• Chloromethylation of calixarenes and synthesis of new water soluble macrocyclic hosts
  作者：Mario Almi、Arturo Arduini、Alessandro Casnati、Andrea Pochini、Rocco Ungaro

  DOI：10.1016/s0040-4020(01)80077-6

  日期：1989.1

  chloromethylation of calix[4]arene 1a and of the methyl ethers of calix[6]arene 1b and calix[8]arene 1c, using chloromethyl n-octyl ether and SnCl4 in chloroform at room temperature has been performed in good yield for the first time. The chloromethylated products 2a–c have been used as intermediates to introduce on calixarenes phosphonic acid groups which render these macrocycles water soluble and potentially

  在室温下，使用氯甲基正辛基醚和 SnCl4 在氯仿中对 calix[4]芳烃 1a 以及 calix[6]芳烃 1b 和 calix[8]芳烃 1c 的甲醚进行氯甲基化，首次以良好的产率进行了。氯甲基化产物 2a-c 已被用作中间体，在卡利沙芳烃上引入膦酸基团，使这些大环具有水溶性，并可能在宿主客体化学中发挥作用。
• Calixarenes 12
  作者：C.David Gutsche、Lee-Gin Lin

  DOI：10.1016/s0040-4020(01)87580-3

  日期：1986.1

  p-t-butylcalix[4]arene, p-t-butylcalix[6]arene, and p-t-butylcalix[8]arene and the introduction of functional groups in their place. Although attempts to functionalize the p-positions of the calixarenes have generally failed, the corresponding methyl ethers are amenable to facile acetylation to provide syntheses of the p-acetyl-, p-carboxy-, and p-carbomethoxycalix [6] arenes and calix[8]arenes. Acetylation

  程序用于去除的描述p从-t丁基p -t丁基杯[4]芳烃，p -t丁基杯[6]芳烃，和p -t丁基杯[8]芳烃和引进的官能团体就位。尽管将杯芳烃的对位官能化的尝试通常失败了，但相应的甲基醚仍易于乙酰化，以提供对乙酰基，对羧基和对甲氧羰基杯[6]芳烃和杯[ 8]芳烃。乙酰化和杯[4]芳烃和杯[6]苯甲酰在酚氧芳烃发生，而不是p-位，在大多数反应条件下导致完全被O-取代的产物。在吡啶存在下，杯[4]芳烃与苯甲酰氯反应，生成三苯甲酸酯。将三苯甲酸酯转化为相应的三苯甲酰氧基单烯丙基醚，然后进行克莱森重排和水解，生成单烯丙基杯[4]芳烃，该化合物特别受关注，因为它具有合成在“上边缘”上包含单个取代基的杯芳烃的潜力。
• Pseudorotaxanes with Self-Sorted Sequence and Stereochemical Orientation
  作者：Carmen Talotta、Carmine Gaeta、Zhenhui Qi、Christoph A. Schalley、Placido Neri

  DOI：10.1002/anie.201301570

  日期：2013.7.15

  Partner preferences in pseudorotaxane formation were exploited to establish an integrative self‐sorting system able to discriminate simultaneously at the sequence and stereochemical level (see picture). It was found that calix[6]arenes were threaded selectively with a preferred orientation onto bisammonium axles, even when the structural differences between the possible building blocks were small and

  利用伙伴在拟轮烷形成中的偏爱来建立一个能够在序列和立体化学水平上同时区分的综合自选系统（见图）。结果发现，杯状[6]芳烃以优选的取向选择性地穿在双铵轴上，即使可能的结构单元之间的结构差异很小并且位于远离结合位点的位置。
• Sequence Stereoisomerism in Calixarene-Based Pseudo[3]rotaxanes
  作者：Carmen Talotta、Carmine Gaeta、Teresa Pierro、Placido Neri

  DOI：10.1021/ol2005159

  日期：2011.4.15

  by their through-the-annulus threading with a rationally designed bis(benzylalkylammonium) axle. These stereoisomeric pseudo[3]rotaxanes can be considered as a minimal “informational system” because the “written information” on the thread is transferred to a specific sequence stereoisomer.

  通过合理设计的双（苄基烷基铵）轴的环空螺纹，可以按正确的立体顺序订购两个杯[6] arene定向轮。这些立体异构的假[3]轮烷类可以被认为是最小的“信息系统”，因为线程上的“书面信息”被转移到特定的序列立体异构体上。
• Calixhydroquinones: a novel access to conformationally restricted, meta-substituted calixarenes †
  作者：Mark Mascal、Ralf Warmuth、Russell T. Naven、Ross A. Edwards、Michael B. Hursthouse、David E. Hibbs

  DOI：10.1039/a906442g

  日期：——

  described. These macrocycles are activated towards meta substitution, and reaction with bromine gives the first examples of persubstituted, phenol-derived calixarenes. The effect of meta substitution on calixarene mobility is demonstrated by the fixation of an otherwise mobile calix[4] system in the partial cone conformer, and the slowing of the ring inversion rate in calix[8]arenes.

  描述了一种高效且通用的合成杯氢醌的合成途径。这些大环被活化以进行间位取代，并且与溴的反应给出了全取代的，苯酚衍生的杯芳烃的第一个例子。的效果元上杯芳烃移动性取代由否则移动杯[4]系统在部分锥形构象异构体的固定，和环转化率的在杯减慢[8]芳烃证实。