3,6-dibutyroylcarbazole | 59589-38-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,6-dibutyroylcarbazole
• 英文别名: 3,6-dibutyrylcarbazole；1-(6-butanoyl-9H-carbazol-3-yl)butan-1-one
• CAS: 59589-38-7
• 化学式: C₂₀H₂₁NO₂
• 分子量: 307.392
• InChiKey: ZEEZGJVYNICMAX-UHFFFAOYSA-N

物化性质

• 沸点：
  515.6±30.0 °C(Predicted)
• 密度：
  1.159±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,6-dibutyroylcarbazole 在 盐酸 、 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 、 甲苯 、 乙腈 为溶剂， 反应 96.0h， 生成 N,N'-(3,6-dibutyl-9H-carbazole-1,8-diyl)bis(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
• 作为产物：
  描述：

  咔唑 、 丁酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 以82 %的产率得到3,6-dibutyroylcarbazole
  参考文献：
  名称：

  六取代卡吡啶形状辅助自组装成一维超分子聚合物

  摘要：

  最近推出的鞍形超分子单元“卡吡啶”强烈依赖芳香族曲率进行自组装，被设计用于形成一维超分子聚合物。这种改进的组装模式使我们能够更深入地了解该过程，包括与氢键系统相当的焓值。分子设计的极简主义展示了曲率在分子设计中的多功能性。

  DOI：

  10.1002/anie.202318879

文献信息

• カルバゾール化合物及びそれを添加したリチウムイオン電池用電解液
  申请人：公益財団法人相模中央化学研究所

  公开号：JP2015086202A

  公开（公告）日：2015-05-07

  【課題】新規カルバゾール化合物とそれを含む過充電防止効果を備えたリチウムイオン電池の提供。【解決手段】一般式（１）で示されるカルバゾール化合物。（式中、Ｒ１は、炭素数１〜６のフルオロアルキル基又は芳香族炭化水素基を表す。該芳香族炭化水素基は、フッ素原子、炭素数１〜４のフルオロアルキル基、又は炭素数１〜４のフルオロアルコキシ基で３つ以上置換されている。Ｒ２は、同一又は相異なって、炭素数１〜６のアルキル基、炭素数１〜６のアシル基又は炭素数１〜４のアルコキシ基を表す。）【選択図】なし

  提供含有新型卡巴唑化合物及其具有过充电防止效果的锂离子电池。所述卡巴唑化合物由通式（1）表示。（式中，R1代表含有1~6个碳原子的氟代烷基或芳香族烃基。所述芳香族烃基被3个或更多的氟原子、1~4个碳原子的氟代烷基或1~4个碳原子的氟代烷氧基取代。R2代表相同或不同的1~6个碳原子的烷基、1~6个碳原子的酰基或1~4个碳原子的氧代烷基。）【选择图】无
• Bis-amidopyrrolyl receptors based on anthracene and carbazole
  作者：Dustin E. Gross、Vinay Mikkilineni、Vincent M. Lynch、Jonathan L. Sessler

  DOI：10.1080/10610270903304434

  日期：2010.2.1

  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.
• Shape‐Assisted Self‐Assembly of Hexa‐Substituted Carpyridines into 1D Supramolecular Polymers
  作者：Lucía Gallego、Joseph F. Woods、Rachele Butti、Piotr Szwedziak、Andreas Vargas Jentzsch、Michel Rickhaus

  DOI：10.1002/anie.202318879

  日期：2024.3.11

  A recently introduced saddle-shaped supramolecular unit “carpyridine”, which strongly relies on aromatic curvature to self-assemble, was engineered to form 1D supramolecular polymers. This modified mode of assembly allowed us to gain a deeper understanding of the process, including enthalpy values comparable to those of hydrogen-bonded systems. The minimalism of the molecular design showcases the versatility

  最近推出的鞍形超分子单元“卡吡啶”强烈依赖芳香族曲率进行自组装，被设计用于形成一维超分子聚合物。这种改进的组装模式使我们能够更深入地了解该过程，包括与氢键系统相当的焓值。分子设计的极简主义展示了曲率在分子设计中的多功能性。