10-bromo-5,15-bis(triisopropylsilylethynyl)porphyrin Ni(II) | 1573176-45-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 10-bromo-5,15-bis(triisopropylsilylethynyl)porphyrin Ni(II)
• CAS: 1573176-45-0
• 化学式: C₄₂H₅₁BrN₄NiSi₂
• 分子量: 806.659
• InChiKey: XPFIRNIXGIMBMH-AVCVASBCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
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• 重原子数：
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• 可旋转键数：
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• 环数：
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• sp3杂化的碳原子比例：
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• 拓扑面积：
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• 氢给体数：
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• 氢受体数：
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反应信息

• 作为反应物：
  描述：

  10-bromo-5,15-bis(triisopropylsilylethynyl)porphyrin Ni(II) 、 5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-15-phenyl-10,20-bis(3,5-di-tert-butylphenyl)porphyrin Ni(II) 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 caesium carbonate 、 三苯基膦 作用下， 以 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 3.0h， 以58%的产率得到5-{5,15-bis(3,5-di-tert-butylphenyl)-10-phenylporphyrin-20-yl}-10,20-bis(triisopropylsilylethynyl)porphyrin bisNi(II)
  参考文献：
  名称：

  Silylethynyl Substituents as Porphyrin Protecting Groups for Solubilization and Selectivity Control

  摘要：

  Silylethynyl substituents are proposed as protecting groups for porphyrin derivatives to enhance their solubility and enable regioselective functionalization. After usage as protecting groups, silylethynyl groups at the mesa-positions can be efficiently removed upon heating with aqueous H2SO4 in the presence of a surfactant. This approach was applied to the preparation of unsymmetrically beta-substituted porphyrins and porphin-porphyrin oligomers, which were inaccessible by conventional methods.

  DOI：

  10.1021/ol500569b
• 作为产物：
  描述：

  5,15-bis(triisopropylsilylethynyl)porphyrin Zn(II) 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 14.0h， 生成 10-bromo-5,15-bis(triisopropylsilylethynyl)porphyrin Ni(II)
  参考文献：
  名称：

  Silylethynyl Substituents as Porphyrin Protecting Groups for Solubilization and Selectivity Control

  摘要：

  Silylethynyl substituents are proposed as protecting groups for porphyrin derivatives to enhance their solubility and enable regioselective functionalization. After usage as protecting groups, silylethynyl groups at the mesa-positions can be efficiently removed upon heating with aqueous H2SO4 in the presence of a surfactant. This approach was applied to the preparation of unsymmetrically beta-substituted porphyrins and porphin-porphyrin oligomers, which were inaccessible by conventional methods.

  DOI：

  10.1021/ol500569b