5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,11,12-tetraone | 1374751-50-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,11,12-tetraone
• 英文别名: 5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,10,11-tetraone；11,20,34,39-Tetrakis(2,4,6-trimethylphenyl)tridecacyclo[28.12.0.02,15.03,8.04,41.09,14.013,18.016,29.017,22.023,28.027,32.031,36.037,42]dotetraconta-1,3,7,9,11,13(18),14,16,19,21,23,27,29,31(36),32,34,37(42),38,40-nonadecaene-5,6,25,26-tetrone；11,20,34,39-tetrakis(2,4,6-trimethylphenyl)tridecacyclo[28.12.0.02,15.03,8.04,41.09,14.013,18.016,29.017,22.023,28.027,32.031,36.037,42]dotetraconta-1,3,7,9,11,13(18),14,16,19,21,23,27,29,31(36),32,34,37(42),38,40-nonadecaene-5,6,25,26-tetrone
• CAS: 1374751-50-4
• 化学式: C₇₈H₅₄O₄
• 分子量: 1055.28
• InChiKey: ULBKLERQPYEZPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.2
• 重原子数：
  82
• 可旋转键数：
  4
• 环数：
  17.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,11,12-tetraone 在 氢溴酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 以70%的产率得到3,10-dibromo-5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,11,12-tetraol
  参考文献：
  名称：

  Synthesis of Curved Hexa-peri-hexabenzocoronenes

  摘要：

  对六苯并环辛四烯进行了卤化和苯硫基化。我们发现，在峡湾区域引入取代基，通过取代基与近邻氢原子之间的空间排斥作用，使六苯并环辛四烯（HBC）平面产生明显的弯曲。这种方法可以构建弯曲的HBC衍生物，从而形成新的超分子结构。

  DOI：

  10.1246/cl.140577
• 作为产物：
  描述：

  5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-2,11-diol 在 [双(三氟乙酰氧基)碘]苯 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以84%的产率得到5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,11,12-tetraone
  参考文献：
  名称：

  Synthesis of Oxygen-Substituted Hexa-peri-hexabenzocoronenes through Ir-Catalyzed Direct Borylation

  摘要：

  Direct C-H borylation of hexa-peri-hexabenzocoronenes (HBCs) has been achieved under iridium catalysis, which allows efficient synthesis of hydroxy-substituted HBCs by oxidation of the boryl groups. Further oxidation of dihydroxy HBC with phenyliodine bis(trifluoroacetate) (PIFA) afforded tetraoxo-substituted HBC without any regioisomers, which can be considered as a pi-extended quinone.

  DOI：

  10.1021/ol300743f

文献信息

• Synthesis of Oxygen-Substituted Hexa-<i>peri</i>-hexabenzocoronenes through Ir-Catalyzed Direct Borylation
  作者：Ryuichi Yamaguchi、Satoru Hiroto、Hiroshi Shinokubo

  DOI：10.1021/ol300743f

  日期：2012.5.18

  Direct C-H borylation of hexa-peri-hexabenzocoronenes (HBCs) has been achieved under iridium catalysis, which allows efficient synthesis of hydroxy-substituted HBCs by oxidation of the boryl groups. Further oxidation of dihydroxy HBC with phenyliodine bis(trifluoroacetate) (PIFA) afforded tetraoxo-substituted HBC without any regioisomers, which can be considered as a pi-extended quinone.
• Synthesis of Curved Hexa-<i>peri</i>-hexabenzocoronenes
  作者：Ryuichi Yamaguchi、Satoru Hiroto、Hiroshi Shinokubo

  DOI：10.1246/cl.140577

  日期：2014.10.5

  Halogenation and phenylthiolation of hexabenzocoronenetetraone were performed. We found that introduction of substituents at the fjord regions induced substantial curvature of the hexabenzocoronene (HBC) plane through steric repulsion between the substituents and proximal hydrogen atoms. This method allows construction of curved HBC derivatives, which would allow formation of novel supramolecular structures.

  对六苯并环辛四烯进行了卤化和苯硫基化。我们发现，在峡湾区域引入取代基，通过取代基与近邻氢原子之间的空间排斥作用，使六苯并环辛四烯（HBC）平面产生明显的弯曲。这种方法可以构建弯曲的HBC衍生物，从而形成新的超分子结构。