1-phenyl-N-(tripyridin-2-ylmethyl)methanimine | 587839-90-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-phenyl-N-(tripyridin-2-ylmethyl)methanimine
• CAS: 587839-90-5
• 化学式: C₂₃H₁₈N₄
• 分子量: 350.423
• InChiKey: SALPASJLLCOPRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  苯甲醛 、 1,1,1-tris(pyridin-2-yl)methylamine 以 甲醇 为溶剂， 反应 4.0h， 生成 1-phenyl-N-(tripyridin-2-ylmethyl)methanimine
  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

• Copper(II) nitrite complexes of tripodal ligands derived from 1,1,1-tris(2-pyridyl)methylamine
  作者：Phillip J Arnold、Sian C Davies、Marcus C Durrant、D.Vaughan Griffiths、David L Hughes、Philip C Sharpe

  DOI：10.1016/s0020-1693(02)01487-1

  日期：2003.5

  Copper nitrite complexes of stoichiometric formulae [Cu(NO2)nL] (n=1 or 2), where L is a Schiff base or amide derivative of 1,1,1-tris(2-pyridyl)methylamine, have been prepared and characterized. The crystal structures of the mononuclear Schiff base complex [Cu(NO2)2(tpmbz)] [tpmbz=(C5H4N)3CNCHC6H5], the nitrite-bridged dinuclear Schiff base complex [Cu(NO2)(tpmsal)}2]·Et2O [tpmsalH=(C5H4N)3CNCHC6H4OH-2]

  制备了化学计量式为[Cu（NO 2）n L]（n = 1或2）的亚硝酸铜配合物，其中L为1,1,1-三（2-吡啶基）甲胺的席夫碱或酰胺衍生物和特点。该单核席夫碱配合物[铜（NO的晶体结构2）2（tpmbz）] [tpmbz =（C 5 H ^ 4 N）3 CNCHC 6 ħ 5 ]，亚硝酸盐桥接双核席夫碱配合物[铜（NO 2）（tpmsal）} 2 ]·的Et 2 -O [tpmsalH =（C 5 H ^ 4 N）3 CNCHC 6 ħ4 OH-2]和聚合酰胺络合物[Cu（NO 2）（tpms）} n ]· n H 2 O [tpmsH =（C 5 H 4 N）3 CNHC（O）CH 2 CH 2 CO 2 H ]。
• 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.