N-(4-bromo-2,6-dimethylphenyl)-N'-(n-octyl)naphthalene-1,8:4,5-tetracarboxydiimide | 1176889-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N-(4-bromo-2,6-dimethylphenyl)-N'-(n-octyl)naphthalene-1,8:4,5-tetracarboxydiimide
• 英文别名: 6-(4-Bromo-2,6-dimethylphenyl)-13-octyl-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone；6-(4-bromo-2,6-dimethylphenyl)-13-octyl-6,13-diazatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4(16),8,10-pentaene-5,7,12,14-tetrone
• CAS: 1176889-22-7
• 化学式: C₃₀H₂₉BrN₂O₄
• 分子量: 561.475
• InChiKey: MBLKVBQUUSVSDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-bromo-2,6-dimethylphenyl)-N'-(n-octyl)naphthalene-1,8:4,5-tetracarboxydiimide 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 21.0h， 以79%的产率得到N-[2,6-dimethyl-4-(trimethylsilyl)ethynylphenyl]-N'-(n-octyl)-naphthalene-1,8:4,5-tetracarboxydiimide
  参考文献：
  名称：

  Highly Efficient Photoproduction of Charge-Separated States in Donor−Acceptor-Linked Bis(acetylide) Platinum Complexes

  摘要：

  We report a highly efficient charge separation system, D-Pt-A, where D (triphenylamine) and A (naphthatenediimide) are bonded to the Pt moiety through highly twisted phenylene ethynylene linkages. The quantum yields for the formation of the charge-separated state were determined to be nearly unity. The lifetimes of D+-Pt-A(-) were similar to 1 mu s at room temperature and much longer at low temperature. The spin-correlated radical ion pair was directly observed by means of time-resolved EPR spectroscopy.

  DOI：

  10.1021/ja904241r
• 作为产物：
  描述：

  4-溴-2,6-二甲基苯胺 、 7-octyl-1H-isochromeno[6,5,4-def]isoquinoline-1,3,6,8(7H)-tetraone 在 sodium acetate 、 溶剂黄146 作用下， 反应 14.0h， 以85%的产率得到N-(4-bromo-2,6-dimethylphenyl)-N'-(n-octyl)naphthalene-1,8:4,5-tetracarboxydiimide
  参考文献：
  名称：

  Highly Efficient Photoproduction of Charge-Separated States in Donor−Acceptor-Linked Bis(acetylide) Platinum Complexes

  摘要：

  We report a highly efficient charge separation system, D-Pt-A, where D (triphenylamine) and A (naphthatenediimide) are bonded to the Pt moiety through highly twisted phenylene ethynylene linkages. The quantum yields for the formation of the charge-separated state were determined to be nearly unity. The lifetimes of D+-Pt-A(-) were similar to 1 mu s at room temperature and much longer at low temperature. The spin-correlated radical ion pair was directly observed by means of time-resolved EPR spectroscopy.

  DOI：

  10.1021/ja904241r