5,15-bis(pentafluorophenyl)-10-(3-azidomethylphenyl)corrole | 1620027-95-3

• 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
• 英文名称: 5,15-bis(pentafluorophenyl)-10-(3-azidomethylphenyl)corrole
• CAS: 1620027-95-3
• 化学式: C₃₈H₁₇F₁₀N₇
• 分子量: 761.584
• InChiKey: FZBIIQQMSFUARZ-CALZFOKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.9
• 重原子数：
  55.0
• 可旋转键数：
  5.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  109.02
• 氢给体数：
  3.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5,15-bis(pentafluorophenyl)-10-(3-azidomethylphenyl)corrole 、 copper diacetate 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.5h， 以77%的产率得到copper(III) 5,15-bis(pentafluorophenyl)-10-(3-azidomethylphenyl)corrole
  参考文献：
  名称：

  Corroles That “Click”: Modular Synthesis of Azido- and Propargyl-Functionalized Metallocorrole Complexes and Convergent Synthesis of a Bis-corrole Scaffold

  摘要：

  Bis-corroles have been prepared through a convergent synthesis using a copper-catalyzed azide-alkyne cycloaddition. Synthesis of the final homo- and heterobimetallic complexes has been achieved in three to four steps from commercially available materials in good overall yield. Meso-substituted corroles functionalized with a single azido or propargyl group were used as key starting materials. (C6F5)(2)(p-O(CH2CCH)Ph)corroleH(3) (I) and ((C6F5)2(m-CH2N3)Ph)corroleH(3) (3) were metalated with copper or iron and attached by Huisgen azide-alkyne cycloaddition ("click" reaction) first to small substrates and then to each other, demonstrating a convergent synthesis of bimetallic bis-corrole molecules.

  DOI：

  10.1021/ic500714h
• 作为产物：
  描述：

  3-(溴甲基)苯甲醛 在 盐酸 、 sodium azide 、 苄基三乙基氯化铵 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 5,15-bis(pentafluorophenyl)-10-(3-azidomethylphenyl)corrole
  参考文献：
  名称：

  Corroles That “Click”: Modular Synthesis of Azido- and Propargyl-Functionalized Metallocorrole Complexes and Convergent Synthesis of a Bis-corrole Scaffold

  摘要：

  Bis-corroles have been prepared through a convergent synthesis using a copper-catalyzed azide-alkyne cycloaddition. Synthesis of the final homo- and heterobimetallic complexes has been achieved in three to four steps from commercially available materials in good overall yield. Meso-substituted corroles functionalized with a single azido or propargyl group were used as key starting materials. (C6F5)(2)(p-O(CH2CCH)Ph)corroleH(3) (I) and ((C6F5)2(m-CH2N3)Ph)corroleH(3) (3) were metalated with copper or iron and attached by Huisgen azide-alkyne cycloaddition ("click" reaction) first to small substrates and then to each other, demonstrating a convergent synthesis of bimetallic bis-corrole molecules.

  DOI：

  10.1021/ic500714h