zinc 5-[4-azidophenyl]-10,15,20-tri-(4-carbomethoxyphenyl)porphyrin | 1474045-90-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: zinc 5-[4-azidophenyl]-10,15,20-tri-(4-carbomethoxyphenyl)porphyrin
• CAS: 1474045-90-3
• 化学式: C₅₀H₃₃N₇O₆Zn
• 分子量: 893.245
• InChiKey: QEWLYACREOXDAQ-RUNSENEXSA-M

反应信息

• 作为反应物：
  描述：

  zinc 5-[4-azidophenyl]-10,15,20-tri-(4-carbomethoxyphenyl)porphyrin 、 苯乙炔 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 2.0h， 以96%的产率得到zinc 5-(4-(4’-phenyl-(1-H-1,2,3-triazol-1’-yl))phenyl)-10,15,20-tris-(4-carbomethoxyphenyl)porphyrin
  参考文献：
  名称：

  A Mild, Facile, One-Pot Synthesis of Zinc Azido Porphyrins as Substrates for Use in Click Chemistry

  摘要：

  The conversion of porphyrins bearing primary amines into zinc-protected azido porphyrins utilising a diazo-transfer reagent is reported. This method allows the mild, facile, and one-pot synthesis of zinc azido porphyrins bearing a range of meso functionalities, producing the required porphyrin in high yield. Reactivity of the azide functionality is demonstrated by subsequent model click reactions to produce triazole derivatives.

  DOI：

  10.1055/s-0033-1339694
• 作为产物：
  描述：

  zinc acetate dehydrate 、 5-[4-aminophenyl]-10,15,20-tri-(4-carbomethoxyphenyl)porphyrin 在 3-azidosulfonyl-3H-imidazole-1-ium hydrogen sulfate 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 17.0h， 以86%的产率得到zinc 5-[4-azidophenyl]-10,15,20-tri-(4-carbomethoxyphenyl)porphyrin
  参考文献：
  名称：

  A Mild, Facile, One-Pot Synthesis of Zinc Azido Porphyrins as Substrates for Use in Click Chemistry

  摘要：

  The conversion of porphyrins bearing primary amines into zinc-protected azido porphyrins utilising a diazo-transfer reagent is reported. This method allows the mild, facile, and one-pot synthesis of zinc azido porphyrins bearing a range of meso functionalities, producing the required porphyrin in high yield. Reactivity of the azide functionality is demonstrated by subsequent model click reactions to produce triazole derivatives.

  DOI：

  10.1055/s-0033-1339694