CyNHC(NNfluoren)NHCy | 1445265-04-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: CyNHC(NNfluoren)NHCy
• 英文别名: 1,2-Dicyclohexyl-3-(fluoren-9-ylideneamino)guanidine；1,2-dicyclohexyl-3-(fluoren-9-ylideneamino)guanidine
• CAS: 1445265-04-2
• 化学式: C₂₆H₃₂N₄
• 分子量: 400.567
• InChiKey: XBBKQAPARUNYGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  48.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N,N'-二环己基碳二亚胺 、 9-芴酮腙 在 [Ti(pentamethylcyclopentadienyl)(N(xylyl)C4H6N)(tert-butylimido)(tert-butylamine)] 作用下， 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以99%的产率得到CyNHC(NNfluoren)NHCy
  参考文献：
  名称：

  Titanium-Catalyzed Hydrohydrazination of Carbodiimides

  摘要：

  Hydrazinediido complexes of the type [Cp*Ti-(NxylN)(NNR2)(L)] (R = Ph, Me; Ar, fluorene, L = (BuNH2)-Bu-t, Py; 3a-e) have been synthesized and used as catalysts for the hydrohydrazination of a series of carbodiimides, yielding aminoguanidines or fluoreneiminoguanidines. The highest yields were obtained for diarylhydrazines and fluorenone 5 hydrazone at temperatures between 80 and 105 degrees C. Stoichiometric reactions of hydraz inediido complexes with (PrNCNPr)-Pr-i-Pr-i led to an equilibrium with the resulting [2 + 2] cydoadducts 4a-f, which were characterized by H-1, C-13, and N-15 NMR spectroscopy as well as X-ray diffraction. The proposed mechanism, which is closely related to that previously established for the hydrohydrazination of alkynes and allenes, was found to be consistent with the results of a kinetic study. The dynamic structures of aminoguanidines and fluoreneiminoguanidines were characterized by NMR spectroscopy, and the minimum configurations were foud to be stabilized by intramolecular hydrogen bonding.

  DOI：

  10.1021/om400323p

文献信息

• Titanium-Catalyzed Hydrohydrazination of Carbodiimides
  作者：Peter D. Schweizer、Hubert Wadepohl、Lutz H. Gade

  DOI：10.1021/om400323p

  日期：2013.7.8

  Hydrazinediido complexes of the type [Cp*Ti-(NxylN)(NNR2)(L)] (R = Ph, Me; Ar, fluorene, L = (BuNH2)-Bu-t, Py; 3a-e) have been synthesized and used as catalysts for the hydrohydrazination of a series of carbodiimides, yielding aminoguanidines or fluoreneiminoguanidines. The highest yields were obtained for diarylhydrazines and fluorenone 5 hydrazone at temperatures between 80 and 105 degrees C. Stoichiometric reactions of hydraz inediido complexes with (PrNCNPr)-Pr-i-Pr-i led to an equilibrium with the resulting [2 + 2] cydoadducts 4a-f, which were characterized by H-1, C-13, and N-15 NMR spectroscopy as well as X-ray diffraction. The proposed mechanism, which is closely related to that previously established for the hydrohydrazination of alkynes and allenes, was found to be consistent with the results of a kinetic study. The dynamic structures of aminoguanidines and fluoreneiminoguanidines were characterized by NMR spectroscopy, and the minimum configurations were foud to be stabilized by intramolecular hydrogen bonding.