N-benzyl-1,1,1-tris(pyridin-2-yl)methylamine | 1227191-73-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzyl-1,1,1-tris(pyridin-2-yl)methylamine
• 英文别名: N-benzyl tris(pyridin-2-yl)methylamine；N-benzyltris(pyridin-2-yl)methylamine；bz-tpmaH；N-benzyl-1,1,1-tripyridin-2-ylmethanamine
• CAS: 1227191-73-2
• 化学式: C₂₃H₂₀N₄
• 分子量: 352.439
• InChiKey: HBDUWLLHJBABPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  五羰基溴铼(I) 、 N-benzyl-1,1,1-tris(pyridin-2-yl)methylamine 以 甲苯 为溶剂， 以90%的产率得到fac-(rheniumtricarbonyl)(N-benzyl tris(pyridin-2-yl)methylamine) bromide
  参考文献：
  名称：

  Studies of rheniumtricarbonyl complexes of tripodal pyridyl-based ligands

  摘要：

  The reaction of N-benzoyl and N-acetyl tris(pyridin-2-yl) methylamine 1b and 1c (LH = tpmbaH and tpmaaH) with [Re(CO)(5)Br] has been investigated and shown to proceed via the initial formation of a cationic rheniumtricarbonyl complex [(LH)Re(CO)(3)]Br in which coordination of the ligand occurs via the three pyridine rings. For tpmbaH 1b, but not tpmaaH 1c, this initial complex 2b readily undergoes the loss of HBr to give a neutral octahedral complex 4b [(L)Re(CO)(3)] where coordination occurs via two of the pyridine rings and the deprotonated amide nitrogen. The H-1 NMR spectrum of the latter complex 4b is very unusual in that at room temperature the signals for the 3-H protons on the coordinated pyridine rings are not visible due to extreme broadening of these resonances. Comparison with the analogous complex 7 from N-benzoyl bis(pyridin-2-yl) methylamine 6b (bpmbaH) confirms that this is due to rotation of the uncoordinated pyridine ring. The structure of the cationic complex 3d [(LH)Re(CO)(3)]Br formed from N-benzyl tris(pyridin-2-yl) methylamine 1d (bz-tpmaH) is also discussed. The crystal structures of complexes [(tpmba)Re(CO)(3)] 4b, [(bz-tpmaH)Re(CO)(3)]Br 3d and [(bpmba)Re(CO)(3)] 7 have been determined. In all complexes the coordination geometry around Re is distorted octahedral with a fac{Re(CO)(3)}(+) core. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.11.039
• 作为产物：
  描述：

  1-phenyl-N-(tripyridin-2-ylmethyl)methanimine 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以53 mg的产率得到N-benzyl-1,1,1-tris(pyridin-2-yl)methylamine
  参考文献：
  名称：

  Studies of rheniumtricarbonyl complexes of tripodal pyridyl-based ligands

  摘要：

  The reaction of N-benzoyl and N-acetyl tris(pyridin-2-yl) methylamine 1b and 1c (LH = tpmbaH and tpmaaH) with [Re(CO)(5)Br] has been investigated and shown to proceed via the initial formation of a cationic rheniumtricarbonyl complex [(LH)Re(CO)(3)]Br in which coordination of the ligand occurs via the three pyridine rings. For tpmbaH 1b, but not tpmaaH 1c, this initial complex 2b readily undergoes the loss of HBr to give a neutral octahedral complex 4b [(L)Re(CO)(3)] where coordination occurs via two of the pyridine rings and the deprotonated amide nitrogen. The H-1 NMR spectrum of the latter complex 4b is very unusual in that at room temperature the signals for the 3-H protons on the coordinated pyridine rings are not visible due to extreme broadening of these resonances. Comparison with the analogous complex 7 from N-benzoyl bis(pyridin-2-yl) methylamine 6b (bpmbaH) confirms that this is due to rotation of the uncoordinated pyridine ring. The structure of the cationic complex 3d [(LH)Re(CO)(3)]Br formed from N-benzyl tris(pyridin-2-yl) methylamine 1d (bz-tpmaH) is also discussed. The crystal structures of complexes [(tpmba)Re(CO)(3)] 4b, [(bz-tpmaH)Re(CO)(3)]Br 3d and [(bpmba)Re(CO)(3)] 7 have been determined. In all complexes the coordination geometry around Re is distorted octahedral with a fac{Re(CO)(3)}(+) core. (C) 2009 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2009.11.039

文献信息

• Studies of rheniumtricarbonyl complexes of tripodal pyridyl-based ligands
  作者：D. Vaughan Griffiths、Mohamad J. Al-Jeboori、Phillip J. Arnold、Yuen-Ki Cheong、Philip Duncanson、Majid Motevalli

  DOI：10.1016/j.ica.2009.11.039

  日期：2010.4

  The reaction of N-benzoyl and N-acetyl tris(pyridin-2-yl) methylamine 1b and 1c (LH = tpmbaH and tpmaaH) with [Re(CO)(5)Br] has been investigated and shown to proceed via the initial formation of a cationic rheniumtricarbonyl complex [(LH)Re(CO)(3)]Br in which coordination of the ligand occurs via the three pyridine rings. For tpmbaH 1b, but not tpmaaH 1c, this initial complex 2b readily undergoes the loss of HBr to give a neutral octahedral complex 4b [(L)Re(CO)(3)] where coordination occurs via two of the pyridine rings and the deprotonated amide nitrogen. The H-1 NMR spectrum of the latter complex 4b is very unusual in that at room temperature the signals for the 3-H protons on the coordinated pyridine rings are not visible due to extreme broadening of these resonances. Comparison with the analogous complex 7 from N-benzoyl bis(pyridin-2-yl) methylamine 6b (bpmbaH) confirms that this is due to rotation of the uncoordinated pyridine ring. The structure of the cationic complex 3d [(LH)Re(CO)(3)]Br formed from N-benzyl tris(pyridin-2-yl) methylamine 1d (bz-tpmaH) is also discussed. The crystal structures of complexes [(tpmba)Re(CO)(3)] 4b, [(bz-tpmaH)Re(CO)(3)]Br 3d and [(bpmba)Re(CO)(3)] 7 have been determined. In all complexes the coordination geometry around Re is distorted octahedral with a facRe(CO)(3)}(+) core. (C) 2009 Elsevier B.V. All rights reserved.