2-((1-(2-吡啶基)乙基氨基)甲基)苯酚 | 1038281-69-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-((1-(2-吡啶基)乙基氨基)甲基)苯酚
• 英文名称: 2-((1-(2-pyridyl)ethylamino)methyl)phenol
• 英文别名: 2-[(1-Pyridin-2-ylethylamino)methyl]phenol
• CAS: 1038281-69-4
• 化学式: C₁₄H₁₆N₂O
• mdl: MFCD11159073
• 分子量: 228.294
• InChiKey: AZQUSCMCEZUPJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.214
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 2-((1-(2-吡啶基)乙基氨基)甲基)苯酚 、 sodium isocyanate 以 N,N-二甲基甲酰胺 、 水 为溶剂， 反应 0.67h， 以82%的产率得到[Zn₂(L1')₂(NCO)₂]
  参考文献：
  名称：

  Molecular structures of dinuclear zinc(II) complexes of chiral tridentate imine and amine ligands: Effect of ligand geometry on diastereoselectivity

  摘要：

  Racemic mixtures of Schiff bases (L1H and L2H) were reduced to respective amines (L1'H and L2'H). Compounds of composition [Zn-2(L1)(2)(NCO)(2)] (1), [Zn(L1)N-3](n) (2), [Zn-2(L-2)(2)(NCO)(2)] (3), [Zn-2(L1')(2)(NCO)(2)] (1'), [Zn-2(L1)(2)(N-3)(2)]center dot 2DMF (2'center dot 2DMF) and [Zn-2(L2')(2)(NCO)(2)]center dot DMF (3'center dot DMF) were synthesized using these ligands, Zn(NO3)(2)center dot 6H(2)O and NCO or N-3 ions. Molecular structures of all six compounds have been established. Both imine and amine ligands have N2O donor set, but coordinate, respectively, in meridional and facial fashions. First four complexes are monochelates and last two are bis-chelates. The Zn2O2 unit in 1-3 has RS combination of imine where as in 1' has RR(SS) combinations of amine. In 2' and 3', zinc(II) bis-chelates have cis, cis, trans-(O-P)(2)(N-A)(2)(N-Y)(2) stereochemistry and cis-(O-P)(2) disposition further coordinate to tetrahedral zinc. Compound 1' exhibits 1D hydrogen-bonded polymer by enantioselective H-bonding interaction. In 2', DMF molecules assemble RR and SS bis-chelates through N-H center dot center dot center dot O interactions. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.06.041
• 作为产物：
  描述：

  1-(2-吡啶)乙胺 、 水杨醛 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以95%的产率得到2-((1-(2-吡啶基)乙基氨基)甲基)苯酚
  参考文献：
  名称：

  Molecular structures of dinuclear zinc(II) complexes of chiral tridentate imine and amine ligands: Effect of ligand geometry on diastereoselectivity

  摘要：

  Racemic mixtures of Schiff bases (L1H and L2H) were reduced to respective amines (L1'H and L2'H). Compounds of composition [Zn-2(L1)(2)(NCO)(2)] (1), [Zn(L1)N-3](n) (2), [Zn-2(L-2)(2)(NCO)(2)] (3), [Zn-2(L1')(2)(NCO)(2)] (1'), [Zn-2(L1)(2)(N-3)(2)]center dot 2DMF (2'center dot 2DMF) and [Zn-2(L2')(2)(NCO)(2)]center dot DMF (3'center dot DMF) were synthesized using these ligands, Zn(NO3)(2)center dot 6H(2)O and NCO or N-3 ions. Molecular structures of all six compounds have been established. Both imine and amine ligands have N2O donor set, but coordinate, respectively, in meridional and facial fashions. First four complexes are monochelates and last two are bis-chelates. The Zn2O2 unit in 1-3 has RS combination of imine where as in 1' has RR(SS) combinations of amine. In 2' and 3', zinc(II) bis-chelates have cis, cis, trans-(O-P)(2)(N-A)(2)(N-Y)(2) stereochemistry and cis-(O-P)(2) disposition further coordinate to tetrahedral zinc. Compound 1' exhibits 1D hydrogen-bonded polymer by enantioselective H-bonding interaction. In 2', DMF molecules assemble RR and SS bis-chelates through N-H center dot center dot center dot O interactions. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.06.041

文献信息

• Molecular structures of dinuclear zinc(II) complexes of chiral tridentate imine and amine ligands: Effect of ligand geometry on diastereoselectivity
  作者：Himanshu Sekhar Jena、Vadivelu Manivannan

  DOI：10.1016/j.ica.2012.06.041

  日期：2013.1

  Racemic mixtures of Schiff bases (L1H and L2H) were reduced to respective amines (L1'H and L2'H). Compounds of composition [Zn-2(L1)(2)(NCO)(2)] (1), [Zn(L1)N-3](n) (2), [Zn-2(L-2)(2)(NCO)(2)] (3), [Zn-2(L1')(2)(NCO)(2)] (1'), [Zn-2(L1)(2)(N-3)(2)]center dot 2DMF (2'center dot 2DMF) and [Zn-2(L2')(2)(NCO)(2)]center dot DMF (3'center dot DMF) were synthesized using these ligands, Zn(NO3)(2)center dot 6H(2)O and NCO or N-3 ions. Molecular structures of all six compounds have been established. Both imine and amine ligands have N2O donor set, but coordinate, respectively, in meridional and facial fashions. First four complexes are monochelates and last two are bis-chelates. The Zn2O2 unit in 1-3 has RS combination of imine where as in 1' has RR(SS) combinations of amine. In 2' and 3', zinc(II) bis-chelates have cis, cis, trans-(O-P)(2)(N-A)(2)(N-Y)(2) stereochemistry and cis-(O-P)(2) disposition further coordinate to tetrahedral zinc. Compound 1' exhibits 1D hydrogen-bonded polymer by enantioselective H-bonding interaction. In 2', DMF molecules assemble RR and SS bis-chelates through N-H center dot center dot center dot O interactions. (C) 2012 Elsevier B. V. All rights reserved.