6,36,43,67-Tetratert-butyl-23,54-di(tricosan-12-yl)-10,23,32,47,54,63-hexazahenicosacyclo[63.3.1.14,69.113,21.116,52.134,38.141,45.09,64.011,62.012,59.014,19.015,58.017,50.018,27.020,25.028,49.031,48.033,46.08,70.056,71.072,73]tetraheptaconta-1(68),2,4,6,8(70),9,11(62),12(59),13,15,17(50),18,20(25),21(74),26,28(49),29,31(48),32,34(73),35,37,39,41,43,45(72),46,51,56(71),57,60,63,65(69),66-tetratriacontaene-22,24,53,55-tetrone | 1435751-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 6,36,43,67-Tetratert-butyl-23,54-di(tricosan-12-yl)-10,23,32,47,54,63-hexazahenicosacyclo[63.3.1.14,69.113,21.116,52.134,38.141,45.09,64.011,62.012,59.014,19.015,58.017,50.018,27.020,25.028,49.031,48.033,46.08,70.056,71.072,73]tetraheptaconta-1(68),2,4,6,8(70),9,11(62),12(59),13,15,17(50),18,20(25),21(74),26,28(49),29,31(48),32,34(73),35,37,39,41,43,45(72),46,51,56(71),57,60,63,65(69),66-tetratriacontaene-22,24,53,55-tetrone
• 英文别名: 6,36,43,67-tetratert-butyl-23,54-di(tricosan-12-yl)-10,23,32,47,54,63-hexazahenicosacyclo[63.3.1.14,69.113,21.116,52.134,38.141,45.09,64.011,62.012,59.014,19.015,58.017,50.018,27.020,25.028,49.031,48.033,46.08,70.056,71.072,73]tetraheptaconta-1(68),2,4,6,8(70),9,11(62),12(59),13,15,17(50),18,20(25),21(74),26,28(49),29,31(48),32,34(73),35,37,39,41,43,45(72),46,51,56(71),57,60,63,65(69),66-tetratriacontaene-22,24,53,55-tetrone
• CAS: 1435751-46-4
• 化学式: C₁₃₀H₁₅₀N₆O₄
• 分子量: 1860.66
• InChiKey: FIVGKTUHDMSWCK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  44.8
• 重原子数：
  140
• 可旋转键数：
  46
• 环数：
  21.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  126
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  14,15,29,30-Tetraamino-8,23-di(tricosan-12-yl)-8,23-diazaundecacyclo[19.15.1.16,34.02,19.03,12.04,35.05,10.013,18.025,37.027,36.028,33]octatriaconta-1,3(12),4(35),5,10,13(18),14,16,19,21(37),25,27(36),28(33),29,31,34(38)-hexadecaene-7,9,22,24-tetrone 、 2,7-二叔丁基芘-4,5-二酮 在 溶剂黄146 作用下， 以 氯仿 为溶剂， 以60%的产率得到6,36,43,67-Tetratert-butyl-23,54-di(tricosan-12-yl)-10,23,32,47,54,63-hexazahenicosacyclo[63.3.1.14,69.113,21.116,52.134,38.141,45.09,64.011,62.012,59.014,19.015,58.017,50.018,27.020,25.028,49.031,48.033,46.08,70.056,71.072,73]tetraheptaconta-1(68),2,4,6,8(70),9,11(62),12(59),13,15,17(50),18,20(25),21(74),26,28(49),29,31(48),32,34(73),35,37,39,41,43,45(72),46,51,56(71),57,60,63,65(69),66-tetratriacontaene-22,24,53,55-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

文献信息

• Regioselective Photocyclization To Prepare Multifunctional Blocks for Ladder-Conjugated Materials
  作者：Zhenbo Zhao、Youdi Zhang、Yi Xiao

  DOI：10.1021/jo400619u

  日期：2013.6.7

  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.