[Pd(N,N'-methylene-bis)2-aminopyridyl)Cl2] | 879368-13-5

• 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: [Pd(N,N'-methylene-bis)2-aminopyridyl)Cl2]
• 英文别名: dichloropalladium;N,N'-dipyridin-2-ylmethanediamine
• CAS: 879368-13-5
• 化学式: C₁₁H₁₂Cl₂N₄Pd
• 分子量: 377.569
• InChiKey: ZMGOJGHBXBCURT-UHFFFAOYSA-L

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  49.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N,N'-bis(2-pyridinyl)methanediamine 、 dichloro(cycloocta-1,5-diene)palladium (II) 以 甲苯 为溶剂， 以88%的产率得到[Pd(N,N'-methylene-bis)2-aminopyridyl)Cl2]
  参考文献：
  名称：

  Synthesis and reaction kinetics of Pd(1,5-cyclooctadiene)Cl2 with N,N′-methylene-bis(2-aminopyridyl): An efficient catalyst for Suzuki-cross-coupling reactions

  摘要：

  An inexpensive bidentate ligand N,N'-methylene-bis(2-aminopyridyl) (1) has been synthesized. Reaction of I with [Pd(COD)Cl-2] affords a stable chelate complex, [{NC5H4N(H)(mu-CH2)(H)NC5H4N-kappa N,kappa N}PdCl2] (2). The kinetics of the pseudo-unimolecular reaction of N,N'-methylene-bis(2-aminopyridyl) with Pd(1,5-cyclooctadiene)Cl-2 has been studied over the range 3.0 <= 10(3) [1] <= 7.0 mol dm(-3), 30 degrees C <= t <= 40 degrees C. The rate constants and equilibrium constants were calculated. Entropy and enthalpy of the reaction are found to be -42 +/- 1 J K-1 mol(-1) and 75 +/- 1 kJ mol(-1). respectively, which clearly indicates that the substitution reaction follows associative mechanism. The complex 2 was tested for the Suzuki-cross-coupling reaction of a variety of aryl halides with aryl boronic acids in methanol at room temperature or at 60 degrees C giving generally high yields for both activated and inactivated aryl bromides. The effect of solvents as well as the effect of base on the Suzuki-coupling reaction is also investigated. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2005.08.013

文献信息

• Synthesis and reaction kinetics of Pd(1,5-cyclooctadiene)Cl2 with N,N′-methylene-bis(2-aminopyridyl): An efficient catalyst for Suzuki-cross-coupling reactions
  作者：Sasmita Mohanty、Benudhar Punji、Maravanji S. Balakrishna

  DOI：10.1016/j.poly.2005.08.013

  日期：2006.2

  An inexpensive bidentate ligand N,N'-methylene-bis(2-aminopyridyl) (1) has been synthesized. Reaction of I with [Pd(COD)Cl-2] affords a stable chelate complex, [NC5H4N(H)(mu-CH2)(H)NC5H4N-kappa N,kappa N}PdCl2] (2). The kinetics of the pseudo-unimolecular reaction of N,N'-methylene-bis(2-aminopyridyl) with Pd(1,5-cyclooctadiene)Cl-2 has been studied over the range 3.0 <= 10(3) [1] <= 7.0 mol dm(-3), 30 degrees C <= t <= 40 degrees C. The rate constants and equilibrium constants were calculated. Entropy and enthalpy of the reaction are found to be -42 +/- 1 J K-1 mol(-1) and 75 +/- 1 kJ mol(-1). respectively, which clearly indicates that the substitution reaction follows associative mechanism. The complex 2 was tested for the Suzuki-cross-coupling reaction of a variety of aryl halides with aryl boronic acids in methanol at room temperature or at 60 degrees C giving generally high yields for both activated and inactivated aryl bromides. The effect of solvents as well as the effect of base on the Suzuki-coupling reaction is also investigated. (c) 2005 Elsevier Ltd. All rights reserved.