5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]-selenadiazolo[3,4-b]porphyrazine | 888014-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]-selenadiazolo[3,4-b]porphyrazine
• CAS: 888014-94-6
• 化学式: C₇₆H₈₀N₁₀Se
• 分子量: 1212.5
• InChiKey: XFFMEUROWLEBPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.54
• 重原子数：
  87.0
• 可旋转键数：
  6.0
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  134.7
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]-selenadiazolo[3,4-b]porphyrazine 在 吡啶 、 硫化氢 作用下， 以 二氯甲烷 为溶剂， 生成 9,10,14,15,19,20-Hexakis(4-tert-butylphenyl)-2,7,12,17,21,22,23,24-octazapentacyclo[16.2.1.13,6.18,11.113,16]tetracosa-1,3(24),4,6,8(23),9,11,13,15,18(21),19-undecaene-4,5-diamine
  参考文献：
  名称：

  Synthesis, acid-base properties, and deselenation of 5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]selenadiazolo[3,4-b]porphyrazine

  摘要：

  Cross cyclotetramerization of bis(4-tert-butylphenyl)fumaronitrile with 1,2,5-selenadiazole-3,4-dicarbonitrile in the presence of magnesium butoxide as template afforded a mixture of magnesium(II) porphyrazine complexes, from which magnesium complex of 5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]selenadiazolo[3,4-b]porphyrazine was isolated by column chromatography and was subjected to demetalation on treatment with trifluoroacetic acid. The free ligand was found to undergo protonation at one meso-nitrogen atom in acid medium and deprotonation of one pyrrole ring to form monoanion by the action of bases. Reductive deselenation of the title compound with formation of vicinal diamino porphyrazine was studied by spectral and kinetic methods, and a mechanism involving two hydrosulfide ions was proposed.

  DOI：

  10.1134/s1070428013060195
• 作为产物：
  描述：

  [5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]-selenadiazolo[3,4-b]porphyrazinato]magnesium 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以98%的产率得到5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]-selenadiazolo[3,4-b]porphyrazine
  参考文献：
  名称：

  Synthesis, acid-base properties, and deselenation of 5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]selenadiazolo[3,4-b]porphyrazine

  摘要：

  Cross cyclotetramerization of bis(4-tert-butylphenyl)fumaronitrile with 1,2,5-selenadiazole-3,4-dicarbonitrile in the presence of magnesium butoxide as template afforded a mixture of magnesium(II) porphyrazine complexes, from which magnesium complex of 5,6,8,9,11,12-hexakis(4-tert-butylphenyl)[1,2,5]selenadiazolo[3,4-b]porphyrazine was isolated by column chromatography and was subjected to demetalation on treatment with trifluoroacetic acid. The free ligand was found to undergo protonation at one meso-nitrogen atom in acid medium and deprotonation of one pyrrole ring to form monoanion by the action of bases. Reductive deselenation of the title compound with formation of vicinal diamino porphyrazine was studied by spectral and kinetic methods, and a mechanism involving two hydrosulfide ions was proposed.

  DOI：

  10.1134/s1070428013060195