3,3a(2),3a(2)a(2),3a(2)a(2)a(2)-(5,10,15,20,22,24-Hexahydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis[phenol] | 1633935-35-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3,3a(2),3a(2)a(2),3a(2)a(2)a(2)-(5,10,15,20,22,24-Hexahydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis[phenol]
• 英文别名: 3-[10,15,20-tris(3-hydroxyphenyl)-5,10,15,20,21,22,23,24-octahydroporphyrin-5-yl]phenol
• CAS: 1633935-35-9
• 化学式: C₄₄H₃₆N₄O₄
• 分子量: 684.794
• InChiKey: NEQUSXYXGDNBAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.86
• 重原子数：
  52.0
• 可旋转键数：
  4.0
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  144.08
• 氢给体数：
  8.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3,3a(2),3a(2)a(2),3a(2)a(2)a(2)-(5,10,15,20,22,24-Hexahydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis[phenol] 在 四氯苯醌 作用下， 以 四氢呋喃 、 水 为溶剂， 生成 3-[10,15,20-tris(3-hydroxyphenyl)-21,24-dihydroporphyrin-5-yl]phenol
  参考文献：
  名称：

  Porphyrin Synthesis in Surfactant Solution:  Multicomponent Assembly in Micelles

  摘要：

  A synthesis of meso-substituted porphyrins in anionic sodium dodecyl sulfate micelles has been developed. Polar, functionalized aromatic aldehydes condense reversibly with pyrrole in the micellar phase. Oxidation of the porphyrinogen then provides functionalized porphyrins in yields of 10-48%. Hydrophobic aldehydes condense irreversibly to give low yields at practical substrate concentrations. Synthesis in D2O solution results in per-beta-deuterated porphyrins. A two-phase model is used to rationalize the dependence of porphyrin yield on reactant and surfactant concentration. Micelles are viewed as potential wells which promote porphyrinogen assembly by binding products more tightly than reactants.

  DOI：

  10.1021/jo9600161
• 作为产物：
  描述：

  吡咯 、 间羟基苯甲醛 在 盐酸 、 sodium dodecyl-sulfate 作用下， 反应 1.0h， 生成 3,3a(2),3a(2)a(2),3a(2)a(2)a(2)-(5,10,15,20,22,24-Hexahydro-21H,23H-porphine-5,10,15,20-tetrayl)tetrakis[phenol]
  参考文献：
  名称：

  Porphyrin Synthesis in Surfactant Solution:  Multicomponent Assembly in Micelles

  摘要：

  A synthesis of meso-substituted porphyrins in anionic sodium dodecyl sulfate micelles has been developed. Polar, functionalized aromatic aldehydes condense reversibly with pyrrole in the micellar phase. Oxidation of the porphyrinogen then provides functionalized porphyrins in yields of 10-48%. Hydrophobic aldehydes condense irreversibly to give low yields at practical substrate concentrations. Synthesis in D2O solution results in per-beta-deuterated porphyrins. A two-phase model is used to rationalize the dependence of porphyrin yield on reactant and surfactant concentration. Micelles are viewed as potential wells which promote porphyrinogen assembly by binding products more tightly than reactants.

  DOI：

  10.1021/jo9600161