5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,10,11-tetraol | 1374751-51-5

• 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-1,2,10,11-tetraol
• 英文别名: 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-1,3,5,7,9,11,13(18),14,16,19,21,23,25,27,29,31(36),32,34,37(42),38,40-henicosaene-5,6,25,26-tetrol；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-1,3,5,7,9,11,13(18),14,16,19,21,23,25,27,29,31(36),32,34,37(42),38,40-henicosaene-5,6,25,26-tetrol
• CAS: 1374751-51-5
• 化学式: C₇₈H₅₈O₄
• 分子量: 1059.32
• InChiKey: UFHWBKCATDVGDN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  22.3
• 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：
  80.9
• 氢给体数：
  4
• 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-1,2,10,11-tetraol 、 乙酸酐 在 4-二甲氨基吡啶 作用下， 以 pyridene 为溶剂， 反应 24.0h， 以82%的产率得到5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,10,11-tetrayl tetraacetate
  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
• 作为产物：
  描述：

  5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,11,12-tetraone 在 sodium tetrahydroborate 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.0h， 以79%的产率得到5,8,14,17-tetramesitylhexabenzo[bc,ef,hi,kl,no,qr]coronene-1,2,10,11-tetraol
  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.