4,7,15,18-Tetramethoxy-23,23-dimethyl-1,10,12,21-tetrazahexacyclo[19.3.1.03,8.010,24.012,22.014,19]pentacosa-3,5,7,14,16,18-hexaene-11,25-dione | 202753-78-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 4,7,15,18-Tetramethoxy-23,23-dimethyl-1,10,12,21-tetrazahexacyclo[19.3.1.03,8.010,24.012,22.014,19]pentacosa-3,5,7,14,16,18-hexaene-11,25-dione
• CAS: 202753-78-4
• 化学式: C₂₇H₃₂N₄O₆
• 分子量: 508.574
• InChiKey: GRTQSIARZFCESZ-UHFFFAOYSA-N

物化性质

• 沸点：
  694.8±55.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  84
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4,7,15,18-Tetramethoxy-23,23-dimethyl-1,10,12,21-tetrazahexacyclo[19.3.1.03,8.010,24.012,22.014,19]pentacosa-3,5,7,14,16,18-hexaene-11,25-dione 在 硝酸 、 乙酸酐 作用下， 以 水 为溶剂， 反应 17.0h， 以91.6%的产率得到
  参考文献：
  名称：

  Regioselective supramolecular catalysis. Exploiting multiple binding motifs in propanediurea molecular clips

  摘要：

  Molecular clips derived from 2,4,6,8-tetraazabicyclo[3.3.1]nonane-3,7-dione promote increased regioselectivity in the SO2C12-mediated electrophilic aromatic chlorination of ortho-cresol leading to para/ortho ratios (R-p/o) <25; approximately six times larger than in the absence of the clip. Specific recognition events involving hydrogen-bond, pi-pi and dative covalent interactions are implicated. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)01259-0
• 作为产物：
  描述：

  1,4-二甲氧基-2,3-甲基苯 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 作用下， 以 四氯化碳 、 二甲基亚砜 为溶剂， 反应 41.0h， 生成 4,7,15,18-Tetramethoxy-23,23-dimethyl-1,10,12,21-tetrazahexacyclo[19.3.1.03,8.010,24.012,22.014,19]pentacosa-3,5,7,14,16,18-hexaene-11,25-dione
  参考文献：
  名称：

  Molecular Clips Based on Propanediurea. Exceptionally High Binding Affinities for Resorcinol Guests

  摘要：

  A series of new receptor molecules derived from 2,4,6,8-tetraazabicyclo [3.3.1]nonane-3,7-dione (propanediurea) is described. These molecules possess a cavity which is defined by two nearly parallel aromatic side walls positioned on top of a bis-urea framework. The resulting "U-shaped" clip molecules are ideal hosts for the complexation of flat aromatic guest molecules. The affinity of these new propanediurea based molecular clips for dihydroxybenzene derivatives is exceptionally high, with association constants up to K-a = 2 400 000 L mol(-1). Comparison of the binding mechanism of a variety of clip and half clip hosts, in conjunction with NMR, IR, and X-ray studies, has enabled the reason for this high binding to be elucidated. It is shown that subtle sub-angstrom changes in the geometry of the clip molecules have a great impact on their binding properties.

  DOI：

  10.1021/jo001317k

文献信息

• Synthesis, X-ray structure and binding properties of molecular clips based on dimethylpropanediurea
  作者：Rob J. Jansen、Alan E. Rowan、Hans W. Scheeren、Roeland J. M. Nolte、Rob J. Jansen、René de Gelder

  DOI：10.1039/a706012b

  日期：——

  New concave host molecules show strong noncovalent binding of hydroxybenzene derivatives by an induced fit mechanism (Ka up to 3.4 × 106 dm3 mol–1).

  新的凹面宿主分子通过诱导拟合机制（Ka 高达 3.4 × 106 dm3 mol-1）显示出与羟苯衍生物的强力非共价结合。