1-Phenoxy-15,28,41,42,43-pentaza-2-azonia-1-boranuidadodecacyclo[25.14.1.13,40.02,14.04,13.05,10.016,42.017,26.018,23.029,41.030,39.031,36]tritetraconta-2(14),3(43),4(13),5,7,9,11,15,17(26),18,20,22,24,27,29,31,33,35,37,39-icosaene | 1338975-65-7

• 分子结构分类: 有机化合物
• 英文名称: 1-Phenoxy-15,28,41,42,43-pentaza-2-azonia-1-boranuidadodecacyclo[25.14.1.13,40.02,14.04,13.05,10.016,42.017,26.018,23.029,41.030,39.031,36]tritetraconta-2(14),3(43),4(13),5,7,9,11,15,17(26),18,20,22,24,27,29,31,33,35,37,39-icosaene
• CAS: 1338975-65-7；1339961-84-0；1339961-85-1
• 化学式: C₄₂H₂₃BN₆O
• 分子量: 638.495
• InChiKey: GNSLEMBQMGVDRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.73
• 重原子数：
  50
• 可旋转键数：
  2
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2-萘二甲腈 、 苯酚 在 三氯化硼 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 三氯苯 为溶剂， 反应 2.0h， 以1.6%的产率得到1-Phenoxy-15,28,41,42,43-pentaza-2-azonia-1-boranuidadodecacyclo[25.14.1.13,40.02,14.04,13.05,10.016,42.017,26.018,23.029,41.030,39.031,36]tritetraconta-2(14),3(43),4(13),5,7,9,11,15,17(26),18,20,22,24,27,29,31,33,35,37,39-icosaene
  参考文献：
  名称：

  Chiral 1,2-Subnaphthalocyanines

  摘要：

  Following the first suggestion of inherent molecular chirality in asymmetrically substituted subphthalocyanines by Torres and co-workers in 2000, elucidation of the relationship between structure and chirality has become an important issue. However, separation of the enantiomers has been prevented by the low solubility of the molecules synthesized to date, and it has not been possible to link the CD signs and intensities to their absolute structures. Recently, we observed that 1,2-subnaphthalocyanines possess two diastereomers with respect to the arrangement of the naphthalene moieties and that these novel chiral molecules exhibit moderate solubility in common organic solvents. This has enabled us to separate all of the diastereomers and enantiomers. The two diastereomers have been completely characterized by NMR spectroscopy and X-ray diffraction analysis. The absorption and magnetic circular dichroism spectra, together with theoretical calculation, reveal a small variation in the frontier molecular orbitals of the 1,2-subnaphthalocyanines compared with conventional subphthalocyanines, except for destabilization of the HOMO-3, which results in a characteristic absorption in the Soret band region. The chirality of 1,2-subnaphthalcyanines, including the CD signs and intensities, is discussed in detail for the first time with enantiomerically pure molecules whose absolute structures have been elucidated by single-crystal X-ray diffraction analysis.

  DOI：

  10.1021/ja2052667