2,3-bis{[4-(bicyclo[2.2.1]hept-5-en-2-ylmethoxy)benzyl]methylamino}but-2-enedinitrile | 850312-53-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,3-bis{[4-(bicyclo[2.2.1]hept-5-en-2-ylmethoxy)benzyl]methylamino}but-2-enedinitrile
• CAS: 850312-53-7
• 化学式: C₃₆H₄₀N₄O₂
• 分子量: 560.739
• InChiKey: QUCXNAKLRLNGDF-KXYMVQBMSA-N

物化性质

• 沸点：
  798.3±60.0 °C(Predicted)
• 密度：
  1.184±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.69
• 重原子数：
  42.0
• 可旋转键数：
  12.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  72.52
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2,3-bis{[4-(bicyclo[2.2.1]hept-5-en-2-ylmethoxy)benzyl]methylamino}but-2-enedinitrile 、 cis-2,3-dipropylmaleonitrile 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 碘 、 magnesium 、 正丁醇 、 5-[4-(5-二环[2.2.1]庚-2-烯基)苯基]二环[2.2.1]庚-2-烯 、 三氟甲磺酸 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 37.0h， 生成 7,8,12,13,17,18-hexapropyl-2,3-bis(methylamino)porphyrazine
  参考文献：
  名称：

  ROM Polymerization-Capture-Release Strategy for the Chromatography-Free Synthesis of Novel Unsymmetrical Porphyrazines

  摘要：

  Crossover-Linstead macrocyclization reactions of two norbornenyl-tagged diaminomaleonitriles with dipropylmaleonitrile gave access to crude mixtures of porphyrazines containing diamino-hexapropyl-porphyrazine magnesium complexes. The mixtures were subjected to ring-opening metathesis polymerization to yield the insoluble diaminoporphyrazine-functionalized polymers. Acid-mediated cleavage from the polymer backbone followed by acylation of the resultant sensitive macrocyclic diamines gave monoacetyl-, monotrifluoroacetyl-, and ditrifluoroacetyl-substituted porphyrazinedi-amines. Conversion of these amido-porphyrazines to the corresponding zinc macrocycles and studies of their electronic absorption and emission spectra, electrochemistry, and photophysics are described.

  DOI：

  10.1021/jo047792q
• 作为产物：
  描述：

  2-amino-3-([4-(bicyclo[2.2.1]hept-5-en-2-ylmethoxy)benzylidene]amino)but-2-enedinitrile 在 sodium tetrahydroborate 、 sodium hydride 、 三氟乙酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 8.0h， 生成 2,3-bis{[4-(bicyclo[2.2.1]hept-5-en-2-ylmethoxy)benzyl]methylamino}but-2-enedinitrile
  参考文献：
  名称：

  ROM Polymerization-Capture-Release Strategy for the Chromatography-Free Synthesis of Novel Unsymmetrical Porphyrazines

  摘要：

  Crossover-Linstead macrocyclization reactions of two norbornenyl-tagged diaminomaleonitriles with dipropylmaleonitrile gave access to crude mixtures of porphyrazines containing diamino-hexapropyl-porphyrazine magnesium complexes. The mixtures were subjected to ring-opening metathesis polymerization to yield the insoluble diaminoporphyrazine-functionalized polymers. Acid-mediated cleavage from the polymer backbone followed by acylation of the resultant sensitive macrocyclic diamines gave monoacetyl-, monotrifluoroacetyl-, and ditrifluoroacetyl-substituted porphyrazinedi-amines. Conversion of these amido-porphyrazines to the corresponding zinc macrocycles and studies of their electronic absorption and emission spectra, electrochemistry, and photophysics are described.

  DOI：

  10.1021/jo047792q