2-吡啶-2-基-N-(噻吩-2-基甲基)乙胺 | 6973-67-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-吡啶-2-基-N-(噻吩-2-基甲基)乙胺
• 英文名称: 2-(pyridin-2-yl)-N-(thiophen-2-ylmethyl)ethanamine
• 英文别名: (2-[2]pyridyl-ethyl)-[2]thienylmethyl-amine；(2-[2]Pyridyl-aethyl)-[2]thienylmethyl-amin；2-pyridin-2-yl-N-(thiophen-2-ylmethyl)ethanamine
• CAS: 6973-67-7
• 化学式: C₁₂H₁₄N₂S
• mdl: MFCD11143800
• 分子量: 218.323
• InChiKey: APEACHBNZNBVMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-吡啶-2-基-N-(噻吩-2-基甲基)乙胺 、 copper(II) choride dihydrate 以 乙醇 为溶剂， 反应 0.33h， 生成 [Cu(2-(pyridin-2-yl)-N-(thiophen-2-ylmethyl)ethanamine)Cl₂]
  参考文献：
  名称：

  Influence of the secondary coordination sphere on the physical properties of mononuclear copper(II) complexes and their catalytic activity on the oxidation of 3,5-di-tert-butylcatechol

  摘要：

  Three mononuclear copper(II) complexes (C1-C3) containing the ligand 2-(2-aminomethyl)pyridine (aep) and some modifications of it were designed to get insights on the influence of pendant second sphere groups (thiophene and benzene) on their physicochemical and catalytic properties. Complexes C1-C3 were synthesized reacting copper(II) chloride with the precursor ligand LP1, N-(2-(pyridin-2-yl) ethylidene)-1-(thiophen-2-yl)methanamine, and" the ligands L2, 2-(pyridin-2-y1)-N-(thiophen-2-y-Imethy)ethanamine, and 13, N-benzyl-2-(pyridin-2-yl)ethanamine, respectively. The complexes were isolated and characterized by several methods. Single crystal X-ray crystallographic studies revealed that Cl results from the cleavage of the Schiff base PL1, yielding the distorted square planar copper(II) complex coordinated to one molecule of aep and two chloride ions, which have been already published. All complexes present the same coordination sphere; C2 and C3 have also pendant arms. These groups induce singular crystal packing by different intermolecular interactions, which correlates with the decomposition temperatures of the complexes. In addition, electronic, redox and catalytic properties are also influenced. Complex C3 is the most efficient in the oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) and presents catalytic efficiency of 72.9 L mor(-1) s(-1). It is 4.5 and 11-fold greater than those determined for Cl and C2, respectively. Complexes reaction orders of 0.70 +/- 0.04 for Cl, 1.6 +/- 0.1 for C2 and 0.913 +/- 0.002 for C3 indicate different catalytic species in each case, with mechanisms involving more than one active species for Cl and C2. Different mechanisms can explain the catalytic behavior of these complexes. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2017.11.020
• 作为产物：
  描述：

  2-乙烯基吡啶 、 2-噻吩甲胺 在 甲醇 、 溶剂黄146 作用下， 生成 2-吡啶-2-基-N-(噻吩-2-基甲基)乙胺
  参考文献：
  名称：

  The Pyridylethylation of Active Hydrogen Compounds. IV. The Acid-catalyzed Pyridylethylation of Primary Amines

  摘要：

  DOI：

  10.1021/ja01625a080

文献信息

• The Pyridylethylation of Active Hydrogen Compounds. IV. The Acid-catalyzed Pyridylethylation of Primary Amines
  作者：Henry E. Reich、Robert Levine

  DOI：10.1021/ja01625a080

  日期：1955.10
• Influence of the secondary coordination sphere on the physical properties of mononuclear copper(II) complexes and their catalytic activity on the oxidation of 3,5-di-tert-butylcatechol
  作者：Nelly B.M. Posada、Marcus A. Guimarães、Diego S. Padilha、Jackson A.L.C. Resende、Roberto B. Faria、Mauricio Lanznaster、Roberto S. Amado、Marciela Scarpellini

  DOI：10.1016/j.poly.2017.11.020

  日期：2018.2

  Three mononuclear copper(II) complexes (C1-C3) containing the ligand 2-(2-aminomethyl)pyridine (aep) and some modifications of it were designed to get insights on the influence of pendant second sphere groups (thiophene and benzene) on their physicochemical and catalytic properties. Complexes C1-C3 were synthesized reacting copper(II) chloride with the precursor ligand LP1, N-(2-(pyridin-2-yl) ethylidene)-1-(thiophen-2-yl)methanamine, and" the ligands L2, 2-(pyridin-2-y1)-N-(thiophen-2-y-Imethy)ethanamine, and 13, N-benzyl-2-(pyridin-2-yl)ethanamine, respectively. The complexes were isolated and characterized by several methods. Single crystal X-ray crystallographic studies revealed that Cl results from the cleavage of the Schiff base PL1, yielding the distorted square planar copper(II) complex coordinated to one molecule of aep and two chloride ions, which have been already published. All complexes present the same coordination sphere; C2 and C3 have also pendant arms. These groups induce singular crystal packing by different intermolecular interactions, which correlates with the decomposition temperatures of the complexes. In addition, electronic, redox and catalytic properties are also influenced. Complex C3 is the most efficient in the oxidation of 3,5-di-tert-butylcatechol (3,5-DTBC) and presents catalytic efficiency of 72.9 L mor(-1) s(-1). It is 4.5 and 11-fold greater than those determined for Cl and C2, respectively. Complexes reaction orders of 0.70 +/- 0.04 for Cl, 1.6 +/- 0.1 for C2 and 0.913 +/- 0.002 for C3 indicate different catalytic species in each case, with mechanisms involving more than one active species for Cl and C2. Different mechanisms can explain the catalytic behavior of these complexes. (C) 2017 Elsevier Ltd. All rights reserved.