1-propyl-3,5-bis(p-fluorophenyl)-1,3,5-triazacyclohexane | 940292-27-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-propyl-3,5-bis(p-fluorophenyl)-1,3,5-triazacyclohexane
• 英文别名: 1-Pr-3,5-bis(p-C6H4F)-1,3,5-triazacyclohexane；Pr(p-C6H4F)2TAC；3,5-Bis(4-fluorophenyl)-1-propyl-1,3,5-triazacyclohexane；1,3-bis(4-fluorophenyl)-5-propyl-1,3,5-triazinane
• CAS: 940292-27-3
• 化学式: C₁₈H₂₁F₂N₃
• 分子量: 317.382
• InChiKey: OOMKUKQDQCYPNL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  9.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-propyl-3,5-bis(p-fluorophenyl)-1,3,5-triazacyclohexane 、 三氯化铬 在 锌 作用下， 以 甲苯 为溶剂， 以54%的产率得到(1-propyl-3,5-bis(p-fluorophenyl)-1,3,5-triazacyclohexane)CrCl3
  参考文献：
  名称：

  Unsymmetrically substituted triazacyclohexanes and their chromium complexes

  摘要：

  The unsymmetrically N-substituted N,N'-Ar-2-N ''-R-1,3,5-triazacyclohexanes 1-4 (Ar = ortho- or parr,fluorophenyl, R = n- or iso-propyl) can be obtained in good yields from a one-step condensation reaction with excess amine. Solid state structures of 1-4 resemble closely those of their triaryl-substituted analogues. The condensation reaction to 4 was looked at by detailed NMR investigations and revealed that amine/aniline exchange is occurring in solutions containing free aniline even at ambient conditions setting up an equilibrium between all possible symmetrical and unsymmetrical triazacylcohexanes. Selective crystallisation of 4 from the solution drives the reaction to high yields of 4. Complexes 1-4 react readily with CrCl3 or CrCl3(THF)(3) to form the corresponding CrCl3 complexes. The complexes are insoluble in non-polar solvents and decompose under decomplexation in coordinating solvents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.01.008
• 作为产物：
  描述：

  正丙胺 、 聚合甲醛 、 4-氟苯胺 以 乙醇 、 水 为溶剂， 反应 24.0h， 以52%的产率得到1-propyl-3,5-bis(p-fluorophenyl)-1,3,5-triazacyclohexane
  参考文献：
  名称：

  Unsymmetrically substituted triazacyclohexanes and their chromium complexes

  摘要：

  The unsymmetrically N-substituted N,N'-Ar-2-N ''-R-1,3,5-triazacyclohexanes 1-4 (Ar = ortho- or parr,fluorophenyl, R = n- or iso-propyl) can be obtained in good yields from a one-step condensation reaction with excess amine. Solid state structures of 1-4 resemble closely those of their triaryl-substituted analogues. The condensation reaction to 4 was looked at by detailed NMR investigations and revealed that amine/aniline exchange is occurring in solutions containing free aniline even at ambient conditions setting up an equilibrium between all possible symmetrical and unsymmetrical triazacylcohexanes. Selective crystallisation of 4 from the solution drives the reaction to high yields of 4. Complexes 1-4 react readily with CrCl3 or CrCl3(THF)(3) to form the corresponding CrCl3 complexes. The complexes are insoluble in non-polar solvents and decompose under decomplexation in coordinating solvents. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2010.01.008

文献信息

• Unsymmetrically substituted triazacyclohexanes and their chromium complexes
  作者：Saïda Latreche、Abdelhamid Mousser、Gabriele Kociok-Köhn、Randolf D. Köhn、Frank Schaper

  DOI：10.1016/j.poly.2010.01.008

  日期：2010.3

  The unsymmetrically N-substituted N,N'-Ar-2-N ''-R-1,3,5-triazacyclohexanes 1-4 (Ar = ortho- or parr,fluorophenyl, R = n- or iso-propyl) can be obtained in good yields from a one-step condensation reaction with excess amine. Solid state structures of 1-4 resemble closely those of their triaryl-substituted analogues. The condensation reaction to 4 was looked at by detailed NMR investigations and revealed that amine/aniline exchange is occurring in solutions containing free aniline even at ambient conditions setting up an equilibrium between all possible symmetrical and unsymmetrical triazacylcohexanes. Selective crystallisation of 4 from the solution drives the reaction to high yields of 4. Complexes 1-4 react readily with CrCl3 or CrCl3(THF)(3) to form the corresponding CrCl3 complexes. The complexes are insoluble in non-polar solvents and decompose under decomplexation in coordinating solvents. (C) 2010 Elsevier Ltd. All rights reserved.