3,9,15,21,27,44-Hexatert-butyl-48,53,54-trimethoxy-31,39,51-trioxadecacyclo[27.11.7.313,35.17,11.119,23.133,37.142,46.05,40.025,30.017,52]tetrapentaconta-1,3,5(40),7,9,11(54),13,15,17(52),19(53),20,22,25(30),26,28,33(49),34,36,42,44,46(48)-henicosaene | 170373-47-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3,9,15,21,27,44-Hexatert-butyl-48,53,54-trimethoxy-31,39,51-trioxadecacyclo[27.11.7.313,35.17,11.119,23.133,37.142,46.05,40.025,30.017,52]tetrapentaconta-1,3,5(40),7,9,11(54),13,15,17(52),19(53),20,22,25(30),26,28,33(49),34,36,42,44,46(48)-henicosaene
• CAS: 170373-47-4
• 化学式: C₇₈H₉₆O₆
• 分子量: 1129.62
• InChiKey: BOYVSMJGKXLNOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22
• 重原子数：
  84
• 可旋转键数：
  9
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  cesium picrate 、 3,9,15,21,27,44-Hexatert-butyl-48,53,54-trimethoxy-31,39,51-trioxadecacyclo[27.11.7.313,35.17,11.119,23.133,37.142,46.05,40.025,30.017,52]tetrapentaconta-1,3,5(40),7,9,11(54),13,15,17(52),19(53),20,22,25(30),26,28,33(49),34,36,42,44,46(48)-henicosaene 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  杯[6]芳烃基单分子笼状化合物的客体包合特性。由于它们具有高的Cs +和Ag +选择性以及非常慢的金属交换速率

  摘要：

  1,3,5-三-O-烷基烷基杯[6]芳烃与1,3,5-三（溴甲基）苯的反应生成了封端的杯[6]芳烃（2个在上边缘带有叔丁基的芳烃）3个不含叔丁基的化合物），出乎意料的高收率（80 – 91％）。通过MM3计算，X射线分析和1 H NMR光谱对2和3进行的联合研究表明，这些杯[6]芳烃具有独特的结构，该结构由三个均三聚的均三甲苯基连接的苯基单元和三个直立的苯甲醚交替排列组成单位。特别地，化合物2具有封闭的离子载体腔：上半球被三个封闭苯甲醚单元和下半球的叔丁基被1，3，5-三甲苯基帽和三个苯甲醚甲氧基封闭。的1 H NMR谱在宽的温度范围（30〜130℃），几乎没有变化，这表明结构极其刚性化。溶剂萃取和光谱学研究均证实，该空腔在碱金属阳离子中显示出对Cs +的高选择性，与Ag +的高亲和力以及与RNH 3 +的中等亲和力。非常令人惊讶的是，2-苦味酸铯与铯的缔合-解离过程是如此缓慢，以致于传统

  DOI：

  10.1016/s0040-4020(97)10261-7
• 作为产物：
  描述：

  1,3,5-三(溴甲基)苯 、 1,3,5-trimethoxy-p-tert-butylcalix[6]arene 在 caesium carbonate 作用下， 以 丙酮 为溶剂， 反应 12.0h， 以91%的产率得到3,9,15,21,27,44-Hexatert-butyl-48,53,54-trimethoxy-31,39,51-trioxadecacyclo[27.11.7.313,35.17,11.119,23.133,37.142,46.05,40.025,30.017,52]tetrapentaconta-1,3,5(40),7,9,11(54),13,15,17(52),19(53),20,22,25(30),26,28,33(49),34,36,42,44,46(48)-henicosaene
  参考文献：
  名称：

  Synthesis and NMR Spectroscopic Studies of Bridged and Capped Calix[6]arenes: High-Yield Syntheses of Unimolecular Caged Compounds from Calix[6]arene

  摘要：

  Calix[6]arenes were bridged with a xylenyl unit or capped with a mesitylenyl unit, and their conformational properties were examined by spectroscopic methods. As previously reported by Gutsche et al., the calix[6]arene bridged on 1,4-phenyl units could enjoy slow ring inversion. The calix[6]arene bridged on 1,a-phenyl units also showed the ring inversion behavior, whereas in the calix[6]arene bridged on 1,3-phenyl units, ring inversion was virtually suppressed because of destabilization of the transition state. The capping of 1,3,5-tri-O-alkylated calix[6]arenes with 1,3,5-tris(bromomethyl)benzene gave the products in high yields (80-91%). This advantage was accounted for by the C-3 symmetrical complementarity of these two reactants. In these capped products, ring inversion was inhibited under the present measurement conditions, and the presence of a unimolecularly closed inner cavity was suggested on the basis of H-1 NMR spectroscopy and MM3 calculations.

  DOI：

  10.1021/jo00120a033

文献信息

• Synthesis and NMR Spectroscopic Studies of Bridged and Capped Calix[6]arenes: High-Yield Syntheses of Unimolecular Caged Compounds from Calix[6]arene
  作者：Hideyuki Otsuka、Koji Araki、Hitoshi Matsumoto、Takaaki Harada、Seiji Shinkai

  DOI：10.1021/jo00120a033

  日期：1995.7

  Calix[6]arenes were bridged with a xylenyl unit or capped with a mesitylenyl unit, and their conformational properties were examined by spectroscopic methods. As previously reported by Gutsche et al., the calix[6]arene bridged on 1,4-phenyl units could enjoy slow ring inversion. The calix[6]arene bridged on 1,a-phenyl units also showed the ring inversion behavior, whereas in the calix[6]arene bridged on 1,3-phenyl units, ring inversion was virtually suppressed because of destabilization of the transition state. The capping of 1,3,5-tri-O-alkylated calix[6]arenes with 1,3,5-tris(bromomethyl)benzene gave the products in high yields (80-91%). This advantage was accounted for by the C-3 symmetrical complementarity of these two reactants. In these capped products, ring inversion was inhibited under the present measurement conditions, and the presence of a unimolecularly closed inner cavity was suggested on the basis of H-1 NMR spectroscopy and MM3 calculations.
• Guest inclusion properties of calix[6]arene-based unimolecular cage compounds. On their high Cs+ and Ag+ selectivity and very slow metal exchange rates
  作者：Hideyuki Otsuka、Yoshio Suzuki、Atsushi Ikeda、Koji Araki、Seiji Shinkai

  DOI：10.1016/s0040-4020(97)10261-7

  日期：1998.1

  groups of anisole units and the lower hemisphere is closed by a mesitylene cap and three anisole methoxy groups. The 1H NMR spectrum was scarcely changed at wide temperature range (30 ∼ 130°C), indicating that the structure is extremely rigidified. Both solvent extraction and spectroscopic studies established that this cavity shows the high selectivity toward Cs+ among alkali metal cations, the high

  1,3,5-三-O-烷基烷基杯[6]芳烃与1,3,5-三（溴甲基）苯的反应生成了封端的杯[6]芳烃（2个在上边缘带有叔丁基的芳烃）3个不含叔丁基的化合物），出乎意料的高收率（80 – 91％）。通过MM3计算，X射线分析和1 H NMR光谱对2和3进行的联合研究表明，这些杯[6]芳烃具有独特的结构，该结构由三个均三聚的均三甲苯基连接的苯基单元和三个直立的苯甲醚交替排列组成单位。特别地，化合物2具有封闭的离子载体腔：上半球被三个封闭苯甲醚单元和下半球的叔丁基被1，3，5-三甲苯基帽和三个苯甲醚甲氧基封闭。的1 H NMR谱在宽的温度范围（30〜130℃），几乎没有变化，这表明结构极其刚性化。溶剂萃取和光谱学研究均证实，该空腔在碱金属阳离子中显示出对Cs +的高选择性，与Ag +的高亲和力以及与RNH 3 +的中等亲和力。非常令人惊讶的是，2-苦味酸铯与铯的缔合-解离过程是如此缓慢，以致于传统