N-(3,6-dibutyl-9H-carbazol-1-yl)-1H-pyrrole-2-carboxamide | 1250444-58-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: N-(3,6-dibutyl-9H-carbazol-1-yl)-1H-pyrrole-2-carboxamide
• CAS: 1250444-58-6
• 化学式: C₂₅H₂₉N₃O
• 分子量: 387.525
• InChiKey: QCCRWAFCAPGPMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.59
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  60.68
• 氢给体数：
  3.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  咔唑 在 盐酸 、 aluminum (III) chloride 、 10% palladium on activated carbon 、 氢气 、 硝酸 、 乙酸酐 、 溶剂黄146 、 mercury dichloride 、 锌 作用下， 以 二氯甲烷 、 水 、 1,2-二氯乙烷 、 甲苯 、 乙腈 为溶剂， 反应 101.0h， 生成 N-(3,6-dibutyl-9H-carbazol-1-yl)-1H-pyrrole-2-carboxamide
  参考文献：
  名称：

  Bis-amidopyrrolyl receptors based on anthracene and carbazole

  摘要：

  A new set of diamide receptors containing anthracene and carbazole bridging subunits and either pyrrole or phenyl substituents were synthesised. The four systems produced in this way were shown to bind representative anions in DMSO-d(6) solution and in the solid state. A higher relative affinity for two test oxoanions, namely dihydrogen phosphate and benzoate, over chloride anion was seen in solution, with the anions in question being studied in the form of their respective tetrabutylammonium salts. However, the specifics of the anion recognition process were seen to depend on structure, with the pyrrole-containing systems displaying higher relative affinities than their corresponding phenyl-containing congeners, and the carbazole receptors proving more effective than the anthracene analogues. Such observations provide support for the notion that both the carbazole NH and the pyrrolic NH protons play an important role in stabilising the receptor-bound anions in solution. Structural analyses of several anion complexes of the diamidopyrrole carbazole receptor reveal that this is not necessarily the case in the solid state; specifically, the pyrrole NH protons are seen to interact with the amide oxygen of another molecule. The net result is an extended one-dimensional coordination polymer.

  DOI：

  10.1080/10610270903304434