Dodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,4(41),5,7,9,11,14,16,18,20,22(44),23(43),24,26,28,30,33,35,37,39-henicosaene-13,32-dione | 1242168-60-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: Dodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,4(41),5,7,9,11,14,16,18,20,22(44),23(43),24,26,28,30,33,35,37,39-henicosaene-13,32-dione
• 英文别名: dodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,4(41),5,7,9,11,14,16,18,20,22(44),23(43),24,26,28,30,33,35,37,39-henicosaene-13,32-dione
• CAS: 1242168-60-0
• 化学式: C₄₄H₂₀O₂
• 分子量: 580.642
• InChiKey: BVEBAIJNXXDPSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.2
• 重原子数：
  46
• 可旋转键数：
  0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Dodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,4(41),5,7,9,11,14,16,18,20,22(44),23(43),24,26,28,30,33,35,37,39-henicosaene-13,32-dione 、 3,5-二叔丁基溴苯 在 碘 、 magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以50%的产率得到11,30-Bis(3,5-ditert-butylphenyl)dodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,4(41),5,7,9,11,14,16,18,20,22(44),23(43),24,26,28,30,33,35,37,39-henicosaene-13,32-dione
  参考文献：
  名称：

  Fused Bispentacenequinone and Its Unexpected Michael Addition

  摘要：

  Fused bispentacenequinone 2 was synthesized by photocyclization of bispentacenequinone 1. Unusual regioselective Michael addition was observed for 2 when excess aryl Grignard reagent was used. Subsequent acidification and oxidation in air gave diaryl-substituted bispentacenequinone 3. Tetra-aryl-substituted fused bispentacenequinone 4 was obtained from 3 after the second Michael addition followed by oxidation in air.

  DOI：

  10.1021/ol101720e
• 作为产物：
  描述：

  bispentacenequinone 在 碘 、 methyloxirane 作用下， 以 苯 为溶剂， 反应 48.0h， 以59%的产率得到Dodecacyclo[21.19.1.12,14.03,12.04,41.05,10.016,21.024,29.031,43.033,42.035,40.022,44]tetratetraconta-1(42),2,4(41),5,7,9,11,14,16,18,20,22(44),23(43),24,26,28,30,33,35,37,39-henicosaene-13,32-dione
  参考文献：
  名称：

  Fused Bispentacenequinone and Its Unexpected Michael Addition

  摘要：

  Fused bispentacenequinone 2 was synthesized by photocyclization of bispentacenequinone 1. Unusual regioselective Michael addition was observed for 2 when excess aryl Grignard reagent was used. Subsequent acidification and oxidation in air gave diaryl-substituted bispentacenequinone 3. Tetra-aryl-substituted fused bispentacenequinone 4 was obtained from 3 after the second Michael addition followed by oxidation in air.

  DOI：

  10.1021/ol101720e

文献信息

• Fused Bispentacenequinone and Its Unexpected Michael Addition
  作者：Xiaojie Zhang、Jinling Li、Hemi Qu、Chunyan Chi、Jishan Wu

  DOI：10.1021/ol101720e

  日期：2010.9.3

  Fused bispentacenequinone 2 was synthesized by photocyclization of bispentacenequinone 1. Unusual regioselective Michael addition was observed for 2 when excess aryl Grignard reagent was used. Subsequent acidification and oxidation in air gave diaryl-substituted bispentacenequinone 3. Tetra-aryl-substituted fused bispentacenequinone 4 was obtained from 3 after the second Michael addition followed by oxidation in air.