{N-(β-chlorovinyl)(5,10,15,20-tetraphenylporphyrinato)}cobalt(II)SCN | 130429-37-7

• 英文名称: {N-(β-chlorovinyl)(5,10,15,20-tetraphenylporphyrinato)}cobalt(II)SCN
• CAS: 130429-37-7
• 化学式: C₄₇H₃₀ClCoN₅S
• 分子量: 791.301
• InChiKey: VWMXDWGXQGJUAA-MNKZQKRLSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为产物：
  描述：

  cobalt(II) 5,10,15,20-tetraphenylporphyrin 、 sodium thiocyanide 、 三氯化铁 、 乙炔 在 高氯酸 作用下， 以 二氯甲烷 为溶剂， 以29%的产率得到{N-(β-chlorovinyl)(5,10,15,20-tetraphenylporphyrinato)}cobalt(II)SCN
  参考文献：
  名称：

  在铁（III）盐存在下钴卟啉与炔烃的反应合成N21，N22-乙撑桥连卟啉

  摘要：

  Novel organocobalt(III) porphyrins with an alkyne inserted into an N-Co bond of diaquo(porphyrinato)cobalt(III) perchlorates could be isolated by using dimethyl acetylenedicarboxylate and methyl propiolate. These complexes were converted into N21,N22-etheno-bridged porphyrins through the oxidative cobalt-to-nitrogen shift of the vinylic carbon when treated with excess FeCl3. Cobalt(III) porphyrin pi-cation radicals with a weakly coordinating axial ligand reacted smoothly with diphenylaceylene directly to afford the N21,N22-etheno-bridged porphyrin in good yields. Vacancy in the axial coordination site of the Co(III) porphyrin pi-cation radical is crucial for the N-alkylation to take place. Thus, N21,N22-etheno-bridged octaethylporphyrins (OEP) and meso-tetraphenylporphins (TPP) have been synthesized conveniently in yields of 44-90% by the treatment of the Co(II) porphyrins with various alkynes (acetylene, 1-hexyne, propargyl alcohol, 2-butyne-1,4-diol, phenylacetylene, diphenylacetylene, di-o-tolylacetylene, methyl propiolate, and dimethyl acetylenedicarboxylate) in the presence of ca. 5 equiv of ferric salts at room temperature.

  DOI：

  10.1021/om00050a048