5,12:6,11-di-o-benzenodibenzo[a,e]cyclooctene-5,6(11H,12H)-bis(methanamine) | 1018447-50-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 5,12:6,11-di-o-benzenodibenzo[a,e]cyclooctene-5,6(11H,12H)-bis(methanamine)
• 英文别名: [2-(Aminomethyl)-1-heptacyclo[8.6.6.62,9.03,8.011,16.017,22.023,28]octacosa-3,5,7,11,13,15,17,19,21,23,25,27-dodecaenyl]methanamine；[2-(aminomethyl)-1-heptacyclo[8.6.6.62,9.03,8.011,16.017,22.023,28]octacosa-3,5,7,11,13,15,17,19,21,23,25,27-dodecaenyl]methanamine
• CAS: 1018447-50-1
• 化学式: C₃₀H₂₆N₂
• 分子量: 414.55
• InChiKey: MSFFPKQVFLTEIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(9-蒽基)甲胺 在 二氧化碳 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 以57%的产率得到5,12:6,11-di-o-benzenodibenzo[a,e]cyclooctene-5,11(6H,12H)-bis(methanamine)
  参考文献：
  名称：

  Solvent-dependent effect by carbon dioxide on the photoreactions of (9-anthryl)alkylamines

  摘要：

  The effect Of CO2 on a photoreaction was first studied systematically by using (9-anthryl)alkylamines (APA, AEA, and AMA) as the starting compound. From close scrutiny of the results, the CO, effect was clearly observed and was well rationalized by the previously reported novel solvent dependence of the amine-CO2 reversible reactions. For instance, the yield of the dimer (h-t from APA or AEA, h-t+h-h from AMA) obtained in MeOH or DMSO was higher under CO2 than under argon and this was ascribed to formation of either ammonium bicarbonate/carbonate in MeOH or carbamic acid in DMSO, which will prevent the nitrogen lone pair from being involved in electron-transfer reactions. In fact, the electron-transfer side reactions producing 1-3 in DMSO were strongly inhibited under CO2. Also, due to formation of noncovalent linkage between the ammonium cation and the carbamate anion in 2-PrOH, the proportion of h-h relative to h-t produced from AMA in 2-PrOH was increased by carrying out the reaction under CO2. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2007.09.069

文献信息

• Solvent-dependent effect by carbon dioxide on the photoreactions of (9-anthryl)alkylamines
  作者：Masahiro Horiguchi、Yoshikatsu Ito

  DOI：10.1016/j.tet.2007.09.069

  日期：2007.12

  The effect Of CO2 on a photoreaction was first studied systematically by using (9-anthryl)alkylamines (APA, AEA, and AMA) as the starting compound. From close scrutiny of the results, the CO, effect was clearly observed and was well rationalized by the previously reported novel solvent dependence of the amine-CO2 reversible reactions. For instance, the yield of the dimer (h-t from APA or AEA, h-t+h-h from AMA) obtained in MeOH or DMSO was higher under CO2 than under argon and this was ascribed to formation of either ammonium bicarbonate/carbonate in MeOH or carbamic acid in DMSO, which will prevent the nitrogen lone pair from being involved in electron-transfer reactions. In fact, the electron-transfer side reactions producing 1-3 in DMSO were strongly inhibited under CO2. Also, due to formation of noncovalent linkage between the ammonium cation and the carbamate anion in 2-PrOH, the proportion of h-h relative to h-t produced from AMA in 2-PrOH was increased by carrying out the reaction under CO2. (c) 2007 Elsevier Ltd. All rights reserved.