N-(naphthalen-1-yl)-1,1-diphenylphosphinamine

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(naphthalen-1-yl)-1,1-diphenylphosphinamine
• 英文别名: (1-NHC10H7)PPh2；N-diphenylphosphanylnaphthalen-1-amine
• 化学式: C₂₂H₁₈NP
• 分子量: 327.365
• InChiKey: AJPSUJXSXHHAHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-(naphthalen-1-yl)-1,1-diphenylphosphinamine 在 selenium 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以75%的产率得到N-(naphthalen-1-yl)-P,P-diphenylphosphinoselenoic amide
  参考文献：
  名称：

  Synthesis and Characterization of New N-(Diphenylphosphino)-Naphthylamine Chalcogenides: X-Ray Structures of (1-NHC₁₀H₇)P(Se)Ph₂ and Ph₂P(S)OP(S)Ph₂

  摘要：

  The reaction of 1-naphthylamine with one equivalent of chlorodiphenylphosphine in the presence of triethylamine gave the (1-NHC10H7)PPh2 (1) ligand. Refluxing of 1 with elemental sulfur or grey selenium in toluene (1:1 molar ratio) afforded (1-NHC10H7)P(S)Ph-2 (2) and (1-NHC10H7) P(Se) Ph2 (3), respectively. Moreover, the byproduct {Ph2P(S)}(2)O (4) was isolated from the reaction of 1 with elemental sulfur. Compounds 1-3 were identified and characterized by multinuclear (H-1, C-13, P-31, Se-77) NMR spectroscopy, mass spectrometry, and elemental analysis. Crystal structure determinations of 3 and 4 were carried out.

  DOI：

  10.1080/10426507.2012.668985
• 作为产物：
  描述：

  1-萘胺 、 二苯基氯化膦 在 三乙胺 作用下， 以 乙醚 为溶剂， 反应 12.0h， 以80%的产率得到N-(naphthalen-1-yl)-1,1-diphenylphosphinamine
  参考文献：
  名称：

  Synthesis and Characterization of New N-(Diphenylphosphino)-Naphthylamine Chalcogenides: X-Ray Structures of (1-NHC₁₀H₇)P(Se)Ph₂ and Ph₂P(S)OP(S)Ph₂

  摘要：

  The reaction of 1-naphthylamine with one equivalent of chlorodiphenylphosphine in the presence of triethylamine gave the (1-NHC10H7)PPh2 (1) ligand. Refluxing of 1 with elemental sulfur or grey selenium in toluene (1:1 molar ratio) afforded (1-NHC10H7)P(S)Ph-2 (2) and (1-NHC10H7) P(Se) Ph2 (3), respectively. Moreover, the byproduct {Ph2P(S)}(2)O (4) was isolated from the reaction of 1 with elemental sulfur. Compounds 1-3 were identified and characterized by multinuclear (H-1, C-13, P-31, Se-77) NMR spectroscopy, mass spectrometry, and elemental analysis. Crystal structure determinations of 3 and 4 were carried out.

  DOI：

  10.1080/10426507.2012.668985

文献信息

• Pudovik,A.N.; Batyeva,E.S., Journal of general chemistry of the USSR, 1969, vol. 39, p. 314 - 316
  作者：Pudovik,A.N.、Batyeva,E.S.

  DOI：——

  日期：——
• US4021381A
  申请人：——

  公开号：US4021381A

  公开（公告）日：1977-05-03
• Synthesis and Characterization of New <i>N</i>-(Diphenylphosphino)-Naphthylamine Chalcogenides: X-Ray Structures of (1-NHC₁₀H₇)P(Se)Ph₂ and Ph₂P(S)OP(S)Ph₂
  作者：Harbi Tomah Al-Masri、Abdul-Hamid M. Emwas、Zeyad A. Al-Talla、Mohamed H. Alkordi

  DOI：10.1080/10426507.2012.668985

  日期：2012.9.1

  The reaction of 1-naphthylamine with one equivalent of chlorodiphenylphosphine in the presence of triethylamine gave the (1-NHC10H7)PPh2 (1) ligand. Refluxing of 1 with elemental sulfur or grey selenium in toluene (1:1 molar ratio) afforded (1-NHC10H7)P(S)Ph-2 (2) and (1-NHC10H7) P(Se) Ph2 (3), respectively. Moreover, the byproduct Ph2P(S)}(2)O (4) was isolated from the reaction of 1 with elemental sulfur. Compounds 1-3 were identified and characterized by multinuclear (H-1, C-13, P-31, Se-77) NMR spectroscopy, mass spectrometry, and elemental analysis. Crystal structure determinations of 3 and 4 were carried out.