N,N'-bis((1H-pyrrol-2-yl)methylene)-2-aminobenzylamine | 1309802-60-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: N,N'-bis((1H-pyrrol-2-yl)methylene)-2-aminobenzylamine
• 英文别名: N,N'-bis(pyrrol-2-ylmethylene)-2-aminobenzylamine；1-(1H-pyrrol-2-yl)-N-[[2-(1H-pyrrol-2-ylmethylideneamino)phenyl]methyl]methanimine
• CAS: 1309802-60-5
• 化学式: C₁₇H₁₆N₄
• 分子量: 276.341
• InChiKey: SSKDYUJZBVJYPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  56.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis((1H-pyrrol-2-yl)methylene)-2-aminobenzylamine 、 三甲基铝 以 甲苯 为溶剂， 反应 24.0h， 以59%的产率得到
  参考文献：
  名称：

  Bis(pyrrolidene) Schiff Base Aluminum Complexes as Isoselective-Biased Initiators for the Controlled Ring-Opening Polymerization of rac-Lactide: Experimental and Theoretical Studies

  摘要：

  A series of bis(pyrrolidene) Schiff base aluminum complexes (1-7) were synthesized and characterized by NMR spectroscopy and elemental analysis. All complexes were efficient initiators for the ring-opening polymerizations of L-LA and rac-LA in toluene at 70 degrees C. Kinetic studies revealed first-order kinetics in monomer and the rates of L-LA and rac-LA polymerizations decreased in the order of 1,2-benzylene (4) >> 1,3-propylene (2) > 2,2-dimethy1-1,3-propylene (3) > 1,4-butylene (5) > rac-1,2-cyclohexylene (7) > 1,2-ethylene (1) >> 1,2-phenylene (6). Microstructure analyses of the resulting polylactides by homonuclear decoupled H-1 NMR spectroscopy disclosed the isotactic-biased stereocontrol of all synthesized complexes, except 5. Isotactic stereoblock polylactide with a high Pm value of 0.80 was produced by 3. A systematic DFT study on the rac-lactide ring-opening mechanism initiated by the initiators synthesized in this study revealed the correlation between the structure of backbone linker and the polymerization activity and stereoselectivity.

  DOI：

  10.1021/acs.macromol.5b01381
• 作为产物：
  描述：

  2-吡咯甲醛 、 2-氨基苄胺 在 甲酸 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以83%的产率得到N,N'-bis((1H-pyrrol-2-yl)methylene)-2-aminobenzylamine
  参考文献：
  名称：

  Bis(pyrrolidene) Schiff Base Aluminum Complexes as Isoselective-Biased Initiators for the Controlled Ring-Opening Polymerization of rac-Lactide: Experimental and Theoretical Studies

  摘要：

  A series of bis(pyrrolidene) Schiff base aluminum complexes (1-7) were synthesized and characterized by NMR spectroscopy and elemental analysis. All complexes were efficient initiators for the ring-opening polymerizations of L-LA and rac-LA in toluene at 70 degrees C. Kinetic studies revealed first-order kinetics in monomer and the rates of L-LA and rac-LA polymerizations decreased in the order of 1,2-benzylene (4) >> 1,3-propylene (2) > 2,2-dimethy1-1,3-propylene (3) > 1,4-butylene (5) > rac-1,2-cyclohexylene (7) > 1,2-ethylene (1) >> 1,2-phenylene (6). Microstructure analyses of the resulting polylactides by homonuclear decoupled H-1 NMR spectroscopy disclosed the isotactic-biased stereocontrol of all synthesized complexes, except 5. Isotactic stereoblock polylactide with a high Pm value of 0.80 was produced by 3. A systematic DFT study on the rac-lactide ring-opening mechanism initiated by the initiators synthesized in this study revealed the correlation between the structure of backbone linker and the polymerization activity and stereoselectivity.

  DOI：

  10.1021/acs.macromol.5b01381

文献信息

• Synthesis, structure and electrochemistry of Co(III) complexes with an unsymmetrical Schiff base ligand derived from 2-aminobenzylamine and pyrrole-2-carboxaldehyde
  作者：Soraia Meghdadi、Mehdi Amirnasr、Kurt Mereiter、Hajar Molaee、Ahmad Amiri

  DOI：10.1016/j.poly.2011.03.041

  日期：2011.6

  A series of cobalt(III) complexes with a new unsymmetrical tetradentate Schiff base ligand N,N'-bis(pyrrol-2-ylmethylene)-2-aminobenzylamine. H(2)pyrabza, formed by the condensation of 2-pyrrole carboxaldehyde and 2-aminobenzylamine, has been synthesized and characterized by elemental analyses, IR, UV-Vis and H-1 NMR spectroscopy. These complexes have the general formula trans-[Co-III(L)(amine)(2)]X L2- = pyrabza, and amine = N-methylimidazole (N-Melm) (1), 3-methylpyridine (3-Mepy) (2), 4-methylpyridine (4-Mepy) (3), pyridine (py) (4), X = BPh4-}. The structure of compound 1 has been determined by X-ray crystallography. The geometry around the central cobalt ion is distorted octahedral. The electrochemical behavior of these complexes was also investigated. The reduction potential of Co(III), ranging from -0.79 V for 1 to -0.44 V for 4, shows a relatively good correlation with the sigma-donor ability of the axial ligands. (C) 2011 Elsevier Ltd. All rights reserved.