2,2,2-triphenyl-N-(2-pyridylmethyl)propionamide | 887761-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: 2,2,2-triphenyl-N-(2-pyridylmethyl)propionamide
• 英文别名: 2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide；2,2,2-tripheny-N-(2-pyridylmethyl)acetamide；2,2,2-Triphenyl-n-(2-pyridylmethyl)acetamide；2,2,2-triphenyl-N-(pyridin-2-ylmethyl)acetamide
• CAS: 887761-30-0
• 化学式: C₂₆H₂₂N₂O
• 分子量: 378.473
• InChiKey: GRHFFJYAYBVZLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,2,2-triphenyl-N-(2-pyridylmethyl)propionamide 、 copper(l) chloride 以 乙腈 为溶剂， 以51.1%的产率得到[Cu2(2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide)2Cl2]
  参考文献：
  名称：

  Copper(I) Coordination Chemistry of (Pyridylmethyl)amide Ligands

  摘要：

  Copper(I) chloro complexes were synthesized with a family of ligands, HLR [HLR = N-(2-pyridylmethyl)acetamide, R = null; 2-phenyl-N-(2-pyridylmethyl) acetamide, R = Ph; 2,2-dimethyl-N-(2-pyridylmethyl) propionamide, R = Me-3; 2,2,2-triphenyl-N-(2-pyridylmethyl) acetamide, R = Ph-3)]. Five complexes were synthesized from the respective ligand and cuprous chloride: [Cu(HL)Cl](n) (1), [Cu-2(HL)(4)Cl-2] (2), [Cu-2(HLPh)(2)(CH3CN)(2)Cl-2] (3), [Cu-2(HLPh3)(2)Cl-2] (4), and [Cu(HLMe3)(2)Cl] (5). X-ray crystal structures reveal that for all complexes the ligands coordinate to the Cu in a monodentate fashion, and inter- or intramolecular hydrogen-bonding interactions formed between the amide NH group and either amide C=O or chloro groups stabilize these complexes in the solid state and strongly influence the structures formed. Complexes 1-5 display a range of structural motifs, depending on the size of the ligand substituent groups, hydrogen bonding, and the stoichiometry of the starting materials, including a one-dimensional coordination polymer chain (1) and binuclear (2-4) or mononuclear (5) structures.

  DOI：

  10.1021/ic0612810
• 作为产物：
  描述：

  2-氨甲基吡啶 、 三苯基乙酸 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到2,2,2-triphenyl-N-(2-pyridylmethyl)propionamide
  参考文献：
  名称：

  Multinuclear copper complexes of pyridylmethylamide ligands

  摘要：

  合成并表征了一系列吡啶甲基胺配体的铜络合物，分别为 HLPh、HLMe3 和 HLPh3 [HLPh = 2-苯基-N-(2-吡啶甲基)乙酰胺；HLMe3 = 2,2-二甲基-N-(2-吡啶甲基)丙酰胺；HLPh3 = 2,2,2-三苯基-N-(2-吡啶甲基)乙酰胺]。铜(II)盐与 HL 系列配体和三乙胺在甲醇中反应，得到铜(II)络合物 [Cu4(LPh)4(OH)2](ClO4)2 (1)、[Cu2(HLMe3)2(OMe)2(MeOH)2](OTf)2 (2) 和 [Cu2(HLPh3)2(OMe)2(MeOH)2](OTf)2 (3)。由于所用配体的立体性质不同，这些络合物具有不同的核数。络合物 1 在多余的碱存在下自组装形成四核络合物。络合物 2 和 3 为双核络合物，由一对甲氧基配体桥接。配体在 2 和 3 中的空间位阻限制了簇的形成。

  DOI：

  10.1039/b513763b

文献信息

• Structural variation in copper(<scp>i</scp>) complexes with pyridylmethylamide ligands: structural analysis with a new four-coordinate geometry index, τ₄
  作者：Lei Yang、Douglas R. Powell、Robert P. Houser

  DOI：10.1039/b617136b

  日期：——

  Four Cu(I) complexes were synthesized with a family of pyridylmethylamide ligands, HL(R) [HL(R) = N-(2-pyridylmethyl)acetamide, R = null; 2,2-dimethyl-N-(2-pyridylmethyl)propionamide, R = Me(3); 2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide, R = Ph(3))]. Complexes 1-3 were synthesized from the respective ligand and [Cu(CH(3)CN)(4)]PF(6) in a 2 : 1 molar ratio: [Cu(HL)(2)]PF(6) (1), [Cu(2)(HL(Me3))(4)](PF(6))(2)

  合成了具有吡啶基甲基酰胺配体家族的四个Cu（I）配合物HL [R] = N-（2-吡啶基甲基）乙酰胺，R =空；2,2-二甲基-N-（2-吡啶基甲基）丙酰胺，R = Me（3）; 2,2,2-三苯基-N-（2-吡啶基甲基）乙酰胺，R = Ph（3））]。由各自的配体和[Cu（CH（3）CN）（4）] PF（6）以2：1的摩尔比合成复合物1-3：[Cu（HL）（2）] PF（6）（ 1），[Cu（2）（HL（Me3））（4）] [PF（6））（2）（2），[Cu（HL（Ph3））（2）] PF（6）（3） 。配合物4是由HL与[Cu（CH（3）CN）（4）] PF（ 6）和PPh（3）的摩尔比为1：1。X射线晶体结构表明，配合物1、3和4是单核Cu（I）物种，而配合物2是Cu（I）二聚体。铜离子是四坐标的，其几何形状从变形的四面体到1、2和4中的跷跷板。配合物1和2对空气非常敏感，它们显示出
• Neutral pyridylmethylamide ligands and their mononuclear copper(II) complexes
  作者：Urmila Pal Chaudhuri、Lei Yang、Laura R. Whiteaker、Arunendu Mondal、Matthew R. Fultz、Douglas R. Powell、Robert P. Houser

  DOI：10.1016/j.poly.2007.08.004

  日期：2007.11

  Mononuclear copper(II) complexes of a family of pyridylmethylamide ligands HL, HLMe, HLPh, HLMe3 and HLPh3, [HL = N-(2-pyridylmethyl)acetamide; HLMe = N-(2-pyridylmethyl)propionamide; HLPh = 2-phenyl-N-(2-pyridylmethyl)acetamide; HLMe3 = 2, 2-dimethyl-N-(2-pyridyhnethyl)propionamide; HLPh3 = 2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide], were synthesized and characterized. The reaction of copper(II) salts with the pyridylmethylamide ligands yields complexes [Cu(HL)(2)(OTf)(2)] (1), [Cu(HLMe)(2)](ClO4)(2) (2), [Cu(HL)(2)Cl](2)[CuCl4] (3), [Cu(HLMe3)(2)(THF)](OTf)(2) (4), [Cu(HLMe3)(2)(H2O)](ClO4)(2) (5a and 5b), [Cu(HLPh3)(2)(H2O)](ClO4)(2) (6), [Cu(HL)(2,2'-bipy)(H2O)](ClO4)(2) (7), and [Cu(HLPh)(2,2'-bipy)(H2O)](ClO4)(2) (8). All complexes were fully characterized, and the X-ray structures vary from four-coordinate square-planar, to five-coordinate square-pyramidal or trigonal-bipyramidal. The neutral ligands coordinate via the pyridyl N atom and carbonyl 0 atom in a bidentate fashion. The spectroscopic properties are typical of mononuclear copper(II) species with similar ligand sets, and are consistent their X-ray structures. (C) 2007 Elsevier Ltd. All rights reserved.
• Substituted pyridylmethylamide ligands and their zinc complexes
  作者：Urmila Pal Chaudhuri、Laura R. Whiteaker、Arunendu Mondal、Eric L. Klein、Douglas R. Powell、Robert P. Houser

  DOI：10.1016/j.ica.2007.05.003

  日期：2007.8

  Mononuclear zinc complexes of a family of pyridylmethylamide ligands abbreviated as HL, HLPh, HLMe3, HLPh3, and MeLsMe [HL = N-(2-pyridylmethyl)acetamide; HLPh = 2-phenyl-N-(2-pyridylmethyl)acetamide; HLMe3 = 2,'2-dimethyl-N-(2-pyridylmethyl)propionamide; HLPh3 = 2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide; MeLSMe = N-methyl-2-methylsulfanyl-N-pyridin-2-ylmethyl-acetamide] were synthesized and characterized spectroscopically and by single crystal X-ray structural analysis. The reaction of zinc(II) salts with the HL ligands yielded complexes [Zn(HL)(2)(OTf)(2)] (1), [Zn(HL)(2)(H2O)](ClO4)(2) (2), [Zn(HLPh3)(2)(H2O)](CLO4)(2) (3), [Zn(HLPh)Cl-2] (4), [Zn(HLMe3) Cl-2] (5), and [Zn(MeLSMe)Cl-2] (6). The complexes are either four-, five- or six-coordinate, encompassing a variety of geometries including tetrahedral, square-pyramidal, trigonal-bipyramidal, and octahedral. (c) 2007 Elsevier B.V. All rights reserved.
• Multinuclear copper complexes of pyridylmethylamide ligands
  作者：Urmila Pal Chaudhuri、Laura R. Whiteaker、Lei Yang、Robert P. Houser

  DOI：10.1039/b513763b

  日期：——

  Copper complexes of a family of pyridylmethylamide ligands HLPh, HLMe3 and HLPh3 were synthesized and characterized [HLPh = 2-phenyl-N-(2-pyridylmethyl)acetamide; HLMe3 = 2,2-dimethyl-N-(2-pyridylmethyl)propionamide; HLPh3 = 2,2,2-triphenyl-N-(2-pyridylmethyl)acetamide]. The reaction of copper(II) salts with the HL family and triethylamine in methanol yields copper(II) complexes [Cu4(LPh)4(OH)2](ClO4)2 (1), [Cu2(HLMe3)2(OMe)2(MeOH)2](OTf)2 (2) and [Cu2(HLPh3)2(OMe)2(MeOH)2](OTf)2 (3). The complexes have different nuclearity owing to varying steric properties of the ligands used. Complex 1 self-assembles in the presence of excess base to form a tetranuclear complex. Complexes 2 and 3 are binuclear and are bridged by a pair of methoxide ligands. Steric encumbrance of the ligands in 2 and 3 prevent cluster formation.

  合成并表征了一系列吡啶甲基胺配体的铜络合物，分别为 HLPh、HLMe3 和 HLPh3 [HLPh = 2-苯基-N-(2-吡啶甲基)乙酰胺；HLMe3 = 2,2-二甲基-N-(2-吡啶甲基)丙酰胺；HLPh3 = 2,2,2-三苯基-N-(2-吡啶甲基)乙酰胺]。铜(II)盐与 HL 系列配体和三乙胺在甲醇中反应，得到铜(II)络合物 [Cu4(LPh)4(OH)2](ClO4)2 (1)、[Cu2(HLMe3)2(OMe)2(MeOH)2](OTf)2 (2) 和 [Cu2(HLPh3)2(OMe)2(MeOH)2](OTf)2 (3)。由于所用配体的立体性质不同，这些络合物具有不同的核数。络合物 1 在多余的碱存在下自组装形成四核络合物。络合物 2 和 3 为双核络合物，由一对甲氧基配体桥接。配体在 2 和 3 中的空间位阻限制了簇的形成。
• Copper(I) Coordination Chemistry of (Pyridylmethyl)amide Ligands
  作者：Lei Yang、Robert P. Houser

  DOI：10.1021/ic0612810

  日期：2006.11.1

  Copper(I) chloro complexes were synthesized with a family of ligands, HLR [HLR = N-(2-pyridylmethyl)acetamide, R = null; 2-phenyl-N-(2-pyridylmethyl) acetamide, R = Ph; 2,2-dimethyl-N-(2-pyridylmethyl) propionamide, R = Me-3; 2,2,2-triphenyl-N-(2-pyridylmethyl) acetamide, R = Ph-3)]. Five complexes were synthesized from the respective ligand and cuprous chloride: [Cu(HL)Cl](n) (1), [Cu-2(HL)(4)Cl-2] (2), [Cu-2(HLPh)(2)(CH3CN)(2)Cl-2] (3), [Cu-2(HLPh3)(2)Cl-2] (4), and [Cu(HLMe3)(2)Cl] (5). X-ray crystal structures reveal that for all complexes the ligands coordinate to the Cu in a monodentate fashion, and inter- or intramolecular hydrogen-bonding interactions formed between the amide NH group and either amide C=O or chloro groups stabilize these complexes in the solid state and strongly influence the structures formed. Complexes 1-5 display a range of structural motifs, depending on the size of the ligand substituent groups, hydrogen bonding, and the stoichiometry of the starting materials, including a one-dimensional coordination polymer chain (1) and binuclear (2-4) or mononuclear (5) structures.