3,10-Dipropyl-5,8-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),3,7(11),9,12,14-heptaene | 1261028-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,10-Dipropyl-5,8-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),3,7(11),9,12,14-heptaene
• CAS: 1261028-78-7
• 化学式: C₂₀H₂₂N₂
• 分子量: 290.408
• InChiKey: IDBYSMFKHDBBLD-UHFFFAOYSA-N

物化性质

• 熔点：
  250 °C (decomp)
• 沸点：
  540.7±45.0 °C(Predicted)
• 密度：
  1.175±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  3,10-Dipropyl-5,8-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),3,7(11),9,12,14-heptaene 在 四氯化钛 、 copper(l) chloride 、 锌 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 6.33h， 生成
  参考文献：
  名称：

  Dinaphthoporphycenes: Synthesis and Nonlinear Optical Studies

  摘要：

  Naphthobipyrrole-derived porphycenes are synthesized for the first time via McMurry coupling of the beta-alkylated 2,9-diformylnaphthobipyrrole derivatives, which in turn were prepared easily from 2,3-naphthalene bishydrazine in four steps. Insertion of nickel into the porphycene core results in transformation of the rectangular N4-core into a square type geometry owing to the fusion of naphthalene moiety onto the bipyrrole entities. These porphycenes show large, intensity dependent three-photon absorption.

  DOI：

  10.1021/ol102378g
• 作为产物：
  描述：

  2-氧代己酸乙酯 在 sodium hydroxide 作用下， 以 乙醇 、 乙二醇 为溶剂， 反应 30.0h， 生成 3,10-Dipropyl-5,8-diazatetracyclo[10.4.0.02,6.07,11]hexadeca-1(16),2(6),3,7(11),9,12,14-heptaene
  参考文献：
  名称：

  Dinaphthoporphycenes: Synthesis and Nonlinear Optical Studies

  摘要：

  Naphthobipyrrole-derived porphycenes are synthesized for the first time via McMurry coupling of the beta-alkylated 2,9-diformylnaphthobipyrrole derivatives, which in turn were prepared easily from 2,3-naphthalene bishydrazine in four steps. Insertion of nickel into the porphycene core results in transformation of the rectangular N4-core into a square type geometry owing to the fusion of naphthalene moiety onto the bipyrrole entities. These porphycenes show large, intensity dependent three-photon absorption.

  DOI：

  10.1021/ol102378g

文献信息

• Cyclo[4]naphthobipyrroles: Naphthobipyrrole-Derived Cyclo[8]pyrroles with Strong Near-Infrared Absorptions
  作者：Tridib Sarma、Pradeepta K. Panda

  DOI：10.1002/chem.201102486

  日期：2011.12.9

  1273 to 1339 nm was observed for cyclo[4]naphthobipyrroles, obtained through acid‐catalysed oxidative coupling methods from β‐dialkylnaphthobipyrroles (see figure). These molecules display a large redshift (161–228 nm) in their lowest energy bands relative to the reported alkylated cyclo[8]pyrrole, owing to the induced structural rigidification and extended π conjugation.

  扩展的卟啉：通过酸催化氧化偶联法从β-二烷基萘联吡咯中获得的环[4]萘联吡咯观察到了1273至1339 nm之间的强NIR吸收（见图）。相对于报道的烷基化环[8]吡咯，这些分子在其最低能带中表现出大的红移（161-228 nm），这是由于诱导的结构刚性和扩展的π共轭作用。