| 138117-05-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四吡咯及其衍生物
• CAS: 138117-05-2
• 化学式: C₇₈H₆₂N₄O₄
• 分子量: 1119.37
• InChiKey: KEDRTRGEEMIQMJ-LEQOYBNDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.92
• 重原子数：
  86.0
• 可旋转键数：
  0.0
• 环数：
  19.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  94.28
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  吡咯 、 2,2-bis<4-(3-formylbenzyloxy)phenyl>propane 在 四氯苯醌 、 三氟乙酸 作用下， 生成
  参考文献：
  名称：

  Self-assembly of molecular devices containing a ferrocene, a porphyrin and a quinone in a triple macrocyclic architecture

  摘要：

  卟啉原自组装与结构多样的元链二甲醛结构单元兼容，可在温和的条件下快速获得具有氧化还原活性单元的三维结构卟啉。

  DOI：

  10.1039/c39910001463

文献信息

• Investigation of the one-flask synthesis of porphyrins bearing meso-linked straps of variable length, rigidity, and redox activity
  作者：Richard W. Wagner、Thomas E. Johnson、Jonathan S. Lindsey

  DOI：10.1016/s0040-4020(97)00327-x

  日期：1997.5

  The reactions of 18 dialdehydes have been examined in the two-step one-flask room temperature porphyrin synthesis. Efficient alkylation methods were established for the reaction of diols and diacids with m-bromomethylbenzaldehyde Dialdehydes linked at the o,o'- or m,m'-positions were converted to strapped porphyrins in yields up to 25%, while the one p,p'-linked dialdehyde that was examined failed to give porphyrin. The resulting porphyrins bear straps joining adjacent meso-positions rather than across the face of the porphyrin. Dialdehydes incorporating rigid groups provided improved yields in some but not all cases. The yield of strapped porphyrin exhibited a maximum at 10(-2) M reactant concentrations. The o,o'-strapped porphyrins exist as atropisomers thai are sufficiently stable to interconversion at room temperature to be separable chromatographically. No atropisomers of m,m'-strapped porphyrins could be separated, though some could be observed by H-1 NMR spectroscopy. For two different m,m'-strapped porphyrins, the Delta G double dagger values for interconversion of the atropisomers were found to be 66 and 68 kJ/mol. The outer rings in these strapped porphyrins range in size from 14 to 24 atoms. Five porphyrins with bridging redox-active groups (ferrocene or anthraquinone) have been prepared in one-flask reactions, including a porphyrin bearing one ferrocene and one anthraquinone in straps across adjacent meta-substituted phenyl sites. (C) 1997 Elsevier Science Ltd.