1-benzoyl-5-phenyl-9-formyldipyrromethane | 457640-94-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-benzoyl-5-phenyl-9-formyldipyrromethane
• 英文别名: 5-[(5-benzoyl-1H-pyrrol-2-yl)-phenylmethyl]-1H-pyrrole-2-carbaldehyde
• CAS: 457640-94-7
• 化学式: C₂₃H₁₈N₂O₂
• 分子量: 354.408
• InChiKey: FXWQGPYQHDLOKF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  65.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzoyl-5-phenyl-9-formyldipyrromethane 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.67h， 生成 [5-[[5-(hydroxymethyl)-1H-pyrrol-2-yl]-phenylmethyl]-1H-pyrrol-2-yl]-phenylmethanol
  参考文献：
  名称：

  Synthesis of 5,10-diphenylporphyrin

  摘要：

  The synthesis and spectroscopic properties of hitherto unknown 5,10-diphenylporphyrin (3) are described. 2+2 and 3+1 Pathways were tested for the making of 5,10-diphenylporphyrin. The most successful method involved the condensation of an appropriately substituted dipyrromethane dicarbinol with dipyrromethane to provide the title compound in up to 20% yield. The structure of 3 was unambiguously established by H-1 and C-13 NMR spectroscopy. The UV-vis, fluorescence and NMR data of 5,10-diphenylporphyrin and its Zn(II) and Ni(II) complexes are described and contrasted with those for the isomeric 5,15-diphenyl- and 5,10,15,20-tetraphenylporphyrin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00408-8
• 作为产物：
  描述：

  1-formyl-5-phenyldipyrromethane 在 吡啶 、 tetrafluoroboric acid 、 mercury(II) oxide 作用下， 以 乙酸乙酯 、 乙腈 为溶剂， 反应 2.0h， 生成 1-benzoyl-5-phenyl-9-formyldipyrromethane
  参考文献：
  名称：

  Synthesis of 5,10-diphenylporphyrin

  摘要：

  The synthesis and spectroscopic properties of hitherto unknown 5,10-diphenylporphyrin (3) are described. 2+2 and 3+1 Pathways were tested for the making of 5,10-diphenylporphyrin. The most successful method involved the condensation of an appropriately substituted dipyrromethane dicarbinol with dipyrromethane to provide the title compound in up to 20% yield. The structure of 3 was unambiguously established by H-1 and C-13 NMR spectroscopy. The UV-vis, fluorescence and NMR data of 5,10-diphenylporphyrin and its Zn(II) and Ni(II) complexes are described and contrasted with those for the isomeric 5,15-diphenyl- and 5,10,15,20-tetraphenylporphyrin. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00408-8

文献信息

• Synthesis of 5,10-diphenylporphyrin
  作者：Raymond P Briñas、Christian Brückner

  DOI：10.1016/s0040-4020(02)00408-8

  日期：2002.5

  The synthesis and spectroscopic properties of hitherto unknown 5,10-diphenylporphyrin (3) are described. 2+2 and 3+1 Pathways were tested for the making of 5,10-diphenylporphyrin. The most successful method involved the condensation of an appropriately substituted dipyrromethane dicarbinol with dipyrromethane to provide the title compound in up to 20% yield. The structure of 3 was unambiguously established by H-1 and C-13 NMR spectroscopy. The UV-vis, fluorescence and NMR data of 5,10-diphenylporphyrin and its Zn(II) and Ni(II) complexes are described and contrasted with those for the isomeric 5,15-diphenyl- and 5,10,15,20-tetraphenylporphyrin. (C) 2002 Elsevier Science Ltd. All rights reserved.