11-(4-Amino-3-nitrophenyl)-7,18-di(tricosan-12-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone | 1435751-05-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 11-(4-Amino-3-nitrophenyl)-7,18-di(tricosan-12-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• 英文别名: 11-(4-amino-3-nitrophenyl)-7,18-di(tricosan-12-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 1435751-05-5
• 化学式: C₇₆H₁₀₆N₄O₆
• 分子量: 1171.7
• InChiKey: DKSSYVCCRGGTNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  27.5
• 重原子数：
  86
• 可旋转键数：
  43
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  147
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  11-(4-Amino-3-nitrophenyl)-7,18-di(tricosan-12-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone 在 碘 、 氧气 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以95%的产率得到17-Amino-16-nitro-10,25-di(tricosan-12-yl)-10,25-diazanonacyclo[21.7.1.14,8.02,21.03,14.05,30.015,20.027,31.012,32]dotriaconta-1,3,5(30),6,8(32),12,14,16,18,20,22,27(31),28-tridecaene-9,11,24,26-tetrone
  参考文献：
  名称：

  Regioselective Photocyclization To Prepare Multifunctional Blocks for Ladder-Conjugated Materials

  摘要：

  Multifunctional building blocks 8 and 9 were efficiently synthesized by fusing a perylene-3,4,9,10-tetracarboxylic acid bisimide (PBI) core with o-phenylenediamine, and they were condensed with a pyrenedione and a pyrenetetraone, respectively, to construct new ladder-type conjugated oligomers 12 and 13. In the key photocyclization step, an unusual regioselectivity at the position ortho to the nitro group was discovered in the coupling of the o-nitroaniline functional units at the bay sites of PBI. Bulk-heterojunction solar cells based on 12 and 13 as the acceptors exhibited reasonable performance.

  DOI：

  10.1021/jo400619u
• 作为产物：
  描述：

  4-氨基-3-硝基苯硼酸频那醇酯 、 5-bromo-2,9-di(tricosan-12-yl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 8.0h， 以85%的产率得到11-(4-Amino-3-nitrophenyl)-7,18-di(tricosan-12-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
  参考文献：
  名称：

  Regioselective Photocyclization To Prepare Multifunctional Blocks for Ladder-Conjugated Materials

  摘要：

  Multifunctional building blocks 8 and 9 were efficiently synthesized by fusing a perylene-3,4,9,10-tetracarboxylic acid bisimide (PBI) core with o-phenylenediamine, and they were condensed with a pyrenedione and a pyrenetetraone, respectively, to construct new ladder-type conjugated oligomers 12 and 13. In the key photocyclization step, an unusual regioselectivity at the position ortho to the nitro group was discovered in the coupling of the o-nitroaniline functional units at the bay sites of PBI. Bulk-heterojunction solar cells based on 12 and 13 as the acceptors exhibited reasonable performance.

  DOI：

  10.1021/jo400619u