6,7-dihydrodibenzo<1,3>diazonine | 153896-05-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 6,7-dihydrodibenzo<1,3>diazonine
• 英文别名: 5,6-didehydro-12,13-dihydro-5H-dibenzo[d,h][1,3]diazonine；6,7-dihydrodibenzo-1,3-diazonine；6,7-dihydrodibenzo[d,h]-1,3-diazonine
• CAS: 153896-05-0
• 化学式: C₁₅H₁₂N₂
• 分子量: 220.274
• InChiKey: TURIJVINIHDEGA-UHFFFAOYSA-N

物化性质

• 熔点：
  141.9-142.8 °C
• 沸点：
  395.9±32.0 °C(predicted)
• 密度：
  1.11±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6,7-dihydrodibenzo<1,3>diazonine 在 三乙烯二胺 、 sodium hydride 作用下， 以 N,N-二甲基乙酰胺 、 甲苯 为溶剂， 反应 2.33h， 生成 6-(di-tolylphosphanyl)-12,13-dihydro-5H-dibenzo[d,h][1,3]diazonine
  参考文献：
  名称：

  Synthesis of Phosphaguanidines by Hydrophosphination of Carbodiimides with Phosphine Boranes

  摘要：

  The direct addition of anionic secondary phosphine boranes to carbodiimides yields both chiral and achiral phosphaguanidine boranes, under ambient temperature conditions. An analogous preparation of menthol-derived phosphinite boranes is also described. These products can be deborinated to give the corresponding phosphines, and subsequently oxidized to give phosphine oxides. The robustness of this method was further demonstrated in the synthesis of structurally novel cyclic phosphaguanidines.

  DOI：

  10.1021/jo501841s
• 作为产物：
  描述：

  2,2-亚乙基二苯胺 在 盐酸 、 4-二甲氨基吡啶 、 二碳酸二叔丁酯 、 sodium nitrite 作用下， 以 乙醚 、 水 为溶剂， 反应 41.0h， 生成 6,7-dihydrodibenzo<1,3>diazonine
  参考文献：
  名称：

  Synthesis of Phosphaguanidines by Hydrophosphination of Carbodiimides with Phosphine Boranes

  摘要：

  The direct addition of anionic secondary phosphine boranes to carbodiimides yields both chiral and achiral phosphaguanidine boranes, under ambient temperature conditions. An analogous preparation of menthol-derived phosphinite boranes is also described. These products can be deborinated to give the corresponding phosphines, and subsequently oxidized to give phosphine oxides. The robustness of this method was further demonstrated in the synthesis of structurally novel cyclic phosphaguanidines.

  DOI：

  10.1021/jo501841s

文献信息

• Medium- and large-membered rings from bis(iminophosphoranes): An efficient preparation of cyclic carbodiimides
  作者：Pedro Molina、Mateo Alajarín、Pilar Sánchez-Andrada

  DOI：10.1016/s0040-4039(00)60701-3

  日期：1993.8

  The new cyclic carbodiimides 3 are synthetized from bis(iminophosphoranes) 2 and Boc2O in the presence of DMAP; similar results can be achieved from the N-Boc-protected bis(iminophosphoranes) and carbon dioxide.

  在DMAP的存在下，由双（亚氨基膦酸酯）2和Boc 2 O合成了新的环状碳二亚胺3。由N-Boc保护的双（亚氨基正膦）和二氧化碳可以达到类似的结果。
• A New and Efficient Preparation of Cyclic Carbodiimides from Bis(iminophosphoranes) and the System Boc2O/DMAP
  作者：Pedro Molina、Mateo Alajarin、Pilar Sanchez-Andrada、Jose Elguero、Maria Luisa Jimeno

  DOI：10.1021/jo00103a022

  日期：1994.12

  A one-pot synthesis of cyclic carbodiimides which involves reaction of C,C-bis(aryliminophosphoranes) connected by aliphatic bridges with Boc(2)O in the presence of DMAP is described. The method is also applicable when a heteroatom such as oxygen or nitrogen is incorporated into the tether connecting the two aromatic rings. A conformation study has been carried out on carbodiimide 23a, which posseses a central nine-membered ring, using H-1 NMR spectroscopy and semiempirical as well as molecular mechanics calculations.
• Synthesis of Phosphaguanidines by Hydrophosphination of Carbodiimides with Phosphine Boranes
  作者：Carl A. Busacca、John A. Milligan、Eakkaphon Rattanangkool、Cyrus Ramavarapu、Anji Chen、Anjan K. Saha、Zhibin Li、Heewon Lee、Steven J. Geib、Guijun Wang、Chris H. Senanayake、Peter Wipf

  DOI：10.1021/jo501841s

  日期：2014.10.17

  The direct addition of anionic secondary phosphine boranes to carbodiimides yields both chiral and achiral phosphaguanidine boranes, under ambient temperature conditions. An analogous preparation of menthol-derived phosphinite boranes is also described. These products can be deborinated to give the corresponding phosphines, and subsequently oxidized to give phosphine oxides. The robustness of this method was further demonstrated in the synthesis of structurally novel cyclic phosphaguanidines.