4,5-bis(decyloxy)-1,8-diethynylpyrene | 1286170-94-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4,5-bis(decyloxy)-1,8-diethynylpyrene
• 英文别名: 4,5-Didecoxy-1,8-diethynylpyrene；4,5-didecoxy-1,8-diethynylpyrene
• CAS: 1286170-94-2
• 化学式: C₄₀H₅₀O₂
• 分子量: 562.836
• InChiKey: OKYMRPTYYFVMEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.5
• 重原子数：
  42
• 可旋转键数：
  22
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,5-bis(decyloxy)-1,8-diethynylpyrene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 二异丙胺 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 以26%的产率得到2,3,20,21,38,39-Hexakis-decoxytridecacyclo[46.6.2.212,19.230,37.04,53.07,52.013,18.016,25.017,22.031,36.034,43.035,40.049,54]hexaconta-1,3,5,7,8,9,10,11,13(18),14,16,19,21,23,25,26,27,28,29,31(36),32,34,37,39,41,43,44,45,46,47,49(54),50,52,55,57,59-hexatriacontaene
  参考文献：
  名称：

  1,8-Pyrenylene−Ethynylene Macrocycles

  摘要：

  A concise, highly regioselective synthesis of 1,8-dibromo-4,5-dialkoxypyrenes has been developed and exploited in the synthesis of some 1,8-pyrenylene- ethynylene macrocycles. The H-1 NMR data and NICS calculations indicate that there is little or no macrocyclic ring current. Concentration-dependent UV-visible studies indicate no aggregation at low concentration, but 8b forms dimers with voids suitable for intercalation of small molecules in the solid state.

  DOI：

  10.1021/ol200485x
• 作为产物：
  描述：

  芘 在 ruthenium trichloride 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium periodate 、 copper(l) iodide 、 sodium dithionite 、 四丁基氟化铵 、 四丁基溴化铵 、 溴 、 三乙胺 、 potassium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 甲苯 为溶剂， 反应 15.75h， 生成 4,5-bis(decyloxy)-1,8-diethynylpyrene
  参考文献：
  名称：

  1,8-Pyrenylene−Ethynylene Macrocycles

  摘要：

  A concise, highly regioselective synthesis of 1,8-dibromo-4,5-dialkoxypyrenes has been developed and exploited in the synthesis of some 1,8-pyrenylene- ethynylene macrocycles. The H-1 NMR data and NICS calculations indicate that there is little or no macrocyclic ring current. Concentration-dependent UV-visible studies indicate no aggregation at low concentration, but 8b forms dimers with voids suitable for intercalation of small molecules in the solid state.

  DOI：

  10.1021/ol200485x

文献信息

• 1,8-Pyrenylene−Ethynylene Macrocycles
  作者：Gandikota Venkataramana、Prateek Dongare、Louise N. Dawe、David W. Thompson、Yuming Zhao、Graham J. Bodwell

  DOI：10.1021/ol200485x

  日期：2011.5.6

  A concise, highly regioselective synthesis of 1,8-dibromo-4,5-dialkoxypyrenes has been developed and exploited in the synthesis of some 1,8-pyrenylene- ethynylene macrocycles. The H-1 NMR data and NICS calculations indicate that there is little or no macrocyclic ring current. Concentration-dependent UV-visible studies indicate no aggregation at low concentration, but 8b forms dimers with voids suitable for intercalation of small molecules in the solid state.