dibenzo-[a,g]corannulene | 1407965-85-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: dibenzo-[a,g]corannulene
• 英文别名: 3,4,5,6,9,10,13,14,15,16,19,20,27,28-Tetradecadeuteriooctacyclo[19.5.2.02,7.08,25.011,24.012,17.018,23.022,26]octacosa-1(26),2,4,6,8(25),9,11(24),12,14,16,18(23),19,21,27-tetradecaene；3,4,5,6,9,10,13,14,15,16,19,20,27,28-tetradecadeuteriooctacyclo[19.5.2.02,7.08,25.011,24.012,17.018,23.022,26]octacosa-1(26),2,4,6,8(25),9,11(24),12,14,16,18(23),19,21,27-tetradecaene
• CAS: 1407965-85-8
• 化学式: C₂₈H₁₄
• 分子量: 364.308
• InChiKey: LYAZZOXAVJOOJM-WZAAGXFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  28
• 可旋转键数：
  0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  dibenzo[a,g]corannulene 在 N,N-二甲基甲酰胺-d7 、 potassium tert-butylate 作用下， 反应 1.0h， 以71%的产率得到dibenzo-[a,g]corannulene
  参考文献：
  名称：

  Rapid, Microwave-Assisted Perdeuteration of Polycyclic Aromatic Hydrocarbons

  摘要：

  A simple and convenient method for the perdeuteration of polycyclic aromatic hydrocarbons that does not require strong acid has been developed. Using commercially available reagents, the one-step procedure provides a new route to perdeuterated derivatives of both common and exotic polycyclic aromatic hydrocarbons. Microwave irradiation of the hydrocarbons in a solution of dimethylformamide-d(7) containing potassium tert-butoxide affords rapid and essentially complete H/D exchange. For example, corannulene is converted to corannulene-d(10) with >98% deuterium incorporation in just 1 h of microwave irradiation in a solution of t-BuOK/DMF-d(7).

  DOI：

  10.1021/jo301903m

文献信息

• Rapid, Microwave-Assisted Perdeuteration of Polycyclic Aromatic Hydrocarbons
  作者：Allison K. Greene、Lawrence T. Scott

  DOI：10.1021/jo301903m

  日期：2013.3.1

  A simple and convenient method for the perdeuteration of polycyclic aromatic hydrocarbons that does not require strong acid has been developed. Using commercially available reagents, the one-step procedure provides a new route to perdeuterated derivatives of both common and exotic polycyclic aromatic hydrocarbons. Microwave irradiation of the hydrocarbons in a solution of dimethylformamide-d(7) containing potassium tert-butoxide affords rapid and essentially complete H/D exchange. For example, corannulene is converted to corannulene-d(10) with >98% deuterium incorporation in just 1 h of microwave irradiation in a solution of t-BuOK/DMF-d(7).