| 221124-52-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噁庚英
• CAS: 221124-52-3
• 化学式: C₆₄H₅₂O₂₀
• 分子量: 1141.1
• InChiKey: GLOGGGMHPSGUOJ-MELFUQDXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.93
• 重原子数：
  84.0
• 可旋转键数：
  8.0
• 环数：
  28.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  247.32
• 氢给体数：
  0.0
• 氢受体数：
  20.0

反应信息

• 作为反应物：
  描述：

  在 cesium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 34.0h， 以5.3 mg的产率得到(9R,12R,31R,34R)-3,18,25,40-tetraoxaundecacyclo[40.2.2.220,23.14,8.113,17.126,30.135,39.07,12.09,14.029,34.031,36]dopentaconta-1(44),4(52),5,7,10,13,15,17(51),20(50),21,23(49),26(48),27,29,32,35,37,39(47),42,45-icosaene-10,11,21,32,33,43,45,49-octacarboxylic acid
  参考文献：
  名称：

  A Selective Receptor for Arginine Derivatives in Aqueous Media. Energetic Consequences of Salt Bridges That Are Highly Exposed to Water

  摘要：

  Quantitative measures of salt-bridge-type interactions in a highly exposed aqueous environment have been obtained by modifying the well-studied cyclophane platform 1 to include carboxylates in close proximity to bound, cationic guests, producing hosts 2 and 3. Many guests show significantly enhanced binding to 2 and 3, but cations of the RNMe3+ type show little or no enhancement. We propose that the latter observations result from the fact that RNMe3+ compounds have very diffuse positive charges. Guests that show enhanced binding have focused regions of large, positive electrostatic potential. The highly charged 3 is able to bind very polar, very well-solvated guests, including a series of arginine-based dipeptides. Neutral, water-soluble host 4 was prepared and found to show a decreased affinity for cationic guests. We propose a novel induced dipole mechanism to rationalize these results.

  DOI：

  10.1021/ja982499r
• 作为产物：
  描述：

  2,5-二溴-1,4-二甲基苯 在 氢氧化钾 、 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 、 甲烷磺酸 、 caesium carbonate 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 、 乙腈 、 二乙二醇 为溶剂， 反应 82.0h， 生成
  参考文献：
  名称：

  A Selective Receptor for Arginine Derivatives in Aqueous Media. Energetic Consequences of Salt Bridges That Are Highly Exposed to Water

  摘要：

  Quantitative measures of salt-bridge-type interactions in a highly exposed aqueous environment have been obtained by modifying the well-studied cyclophane platform 1 to include carboxylates in close proximity to bound, cationic guests, producing hosts 2 and 3. Many guests show significantly enhanced binding to 2 and 3, but cations of the RNMe3+ type show little or no enhancement. We propose that the latter observations result from the fact that RNMe3+ compounds have very diffuse positive charges. Guests that show enhanced binding have focused regions of large, positive electrostatic potential. The highly charged 3 is able to bind very polar, very well-solvated guests, including a series of arginine-based dipeptides. Neutral, water-soluble host 4 was prepared and found to show a decreased affinity for cationic guests. We propose a novel induced dipole mechanism to rationalize these results.

  DOI：

  10.1021/ja982499r