trans-calix[2]benzene[1]-3-chloropyridine[1]pyrrole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: trans-calix[2]benzene[1]-3-chloropyridine[1]pyrrole
• 英文别名: 15-Chloro-2,2,7,7,13,13,19,19-octamethyl-25,27-diazapentacyclo[18.3.1.13,6.18,12.114,18]heptacosa-1(24),3,5,8(26),9,11,14,16,18(25),20,22-undecaene；15-chloro-2,2,7,7,13,13,19,19-octamethyl-25,27-diazapentacyclo[18.3.1.13,6.18,12.114,18]heptacosa-1(24),3,5,8(26),9,11,14,16,18(25),20,22-undecaene
• 化学式: C₃₃H₃₇ClN₂
• 分子量: 497.123
• InChiKey: ROCYMSVSJUQGJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.7
• 重原子数：
  36
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  Α,Α'-二羟基-1,3-二异丙基苯 在 三氟化硼乙醚 作用下， 以 乙二醇二甲醚 、 乙腈 为溶剂， 反应 7.0h， 生成 trans-calix[2]benzene[1]-3-chloropyridine[1]pyrrole
  参考文献：
  名称：

  Missing-Link Macrocycles: Hybrid Heterocalixarene Analogues Formed from Several Different Building Blocks

  摘要：

  The synthesis and structural characterization of hybrid heterocalix[4]arene analogues containing pyrrole, benzene, methoxy-substituted benzene, and pyridine subunits is described. Macrocycles I and 2, examples of calix[2]benzene[2]pyrrole and calix[I]benzene[3]pyrrole systems, respectively, are synthesized by the condensation of pyrrole and an appropriate pheny Ibis (carbinol). Macrocycles 3 and 7, examples of calix[2] benzene[ 1]pyridine [ 1]pyrrole and calix[1]pyridine[3]pyrrole, respectively, are synthesized by the use of a carbene-based pyrrole-to-pyridine ring-expansion procedure. Single-crystal X-ray analysis reveals that compounds la, 1b, and 2b adopt 1,3-alternate conformations in the solid state, whereas compounds 3 and 7 display structures that are best described as "flattened partial cones" in terms of their conformation. (Series a refers to pure benzene-derived systems, whereas series b indicates macrocycles containing 5-mothoxyphenyl subunits). In the solid state, the methoxy-functionalized macrocycles I b and 2b, and the chloropyridine-containing macrocycle 7 exist as dimers. In the case of la and 7, these compounds interact with neutral solvent in the solid state. The conformations of the macrocycles in solution were explored by temperature-dependent proton NMR and NOESY spectral analysis. At 188K, macrocycles I a and 2 a adopt flattened 1,3-alternate conformations, whereas macrocycles 3 and 7 exist in the form of flattened partial-cone conformations. Standard proton NMR titration analyses were carried out in the case of macrocycles I a and 2 a, and reveal that at least the second of these systems is capable of binding fluoride and chloride anions in CD,Cl, solution at room temperature (K-a = 571 and 17 M-1 in the case of 2 a and F- and Cl, respectively).

  DOI：

  10.1002/1521-3765(20020301)8:5<1134::aid-chem1134>3.0.co;2-m