[2-(2-naphthalenyl)aziridin-1-yl]phosphonic acid diphenyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: [2-(2-naphthalenyl)aziridin-1-yl]phosphonic acid diphenyl ester
• 英文别名: 1-Diphenoxyphosphoryl-2-naphthalen-2-ylaziridine
• 化学式: C₂₄H₂₀NO₃P
• 分子量: 401.401
• InChiKey: RWHIQBBSUGVDBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  38.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-乙烯基萘 、 叠氮磷酸二苯酯 在 cobalt(II) 5,10,15,20-tetraphenylporphyrin 作用下， 以 氯苯 为溶剂， 以24%的产率得到[2-(2-naphthalenyl)aziridin-1-yl]phosphonic acid diphenyl ester
  参考文献：
  名称：

  Cobalt-Catalyzed Aziridination with Diphenylphosphoryl Azide (DPPA):  Direct Synthesis of N-Phosphorus-Substituted Aziridines from Alkenes

  摘要：

  A new catalytic aziridination system that consists of cobalt (II) tetraphenylporphyrin [Co(TPP)] as the catalyst and diphenylphosphoryl azide ( DPPA) as the nitrene source has been developed. The cobalt-based catalytic system allows direct synthesis of N-phosphorus-substituted aziridines from alkenes with dinitrogen as the byproduct. Cobalt ion seems essential to the catalytic aziridination with DPPA as no or only trace amounts of the desired products were observed with other metal complexes of tetraphenylporphyrin.

  DOI：

  10.1021/jo0609226

文献信息

• Cobalt-based catalysts for the cyclization of alkenes
  申请人：Zhang Peter X.

  公开号：US20060030718A1

  公开（公告）日：2006-02-09

  Metal-ligand complexes, including cobalt-ligand complexes, such as a cobalt-porphyrin complex, and their use as catalysts in the cyclization of alkenes.

  金属配合物，包括钴配体配合物，如钴卟啉配合物，以及它们在烯烃环化反应中作为催化剂的使用。
• Cobalt-Catalyzed Aziridination with Diphenylphosphoryl Azide (DPPA):  Direct Synthesis of <i>N</i>-Phosphorus-Substituted Aziridines from Alkenes
  作者：Guang-Yao Gao、Jess E. Jones、Renu Vyas、Jeremiah D. Harden、X. Peter Zhang

  DOI：10.1021/jo0609226

  日期：2006.8.1

  A new catalytic aziridination system that consists of cobalt (II) tetraphenylporphyrin [Co(TPP)] as the catalyst and diphenylphosphoryl azide ( DPPA) as the nitrene source has been developed. The cobalt-based catalytic system allows direct synthesis of N-phosphorus-substituted aziridines from alkenes with dinitrogen as the byproduct. Cobalt ion seems essential to the catalytic aziridination with DPPA as no or only trace amounts of the desired products were observed with other metal complexes of tetraphenylporphyrin.