Pd2(dibenzylideneacetone)3*(chloroform)

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Pd2(dibenzylideneacetone)3*(chloroform)
• 英文别名: chloroform;(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one;palladium
• 化学式: CHCl₃*C₅₁H₄₂O₃Pd₂
• 分子量: 1035.11
• InChiKey: LNAMMBFJMYMQTO-FNEBRGMMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.93
• 重原子数：
  60
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Pd2(dibenzylideneacetone)3*(chloroform) 以 氘代氯仿 为溶剂， 生成 钯
  参考文献：
  名称：

  Pd₂(dba)₃as a Precursor of Soluble Metal Complexes and Nanoparticles: Determination of Palladium Active Species for Catalysis and Synthesis

  摘要：

  Tris(dibenzylideneacetone)dipalladium (Pd-2(dba)(3)) is ubiquitously used as a source of soluble Pd species for catalysis and as a precursor in the synthesis of more complex Pd structures. In spite of the massive usage of this convenient Pd complex, its nature in solution has not been revealed in detail and the applications rely on the assumed state and purity of the compound. In the present study we have developed a convenient NMR procedure to reveal the nature of Pd-2(dba)(3) and to determine the purity of the complex. Surprisingly, it was found that commercially available samples of Pd-2(dba)(3) may readily contain up to 40% of Pd nanoparticles in a wide range of sizes (10-200 nm). The study has shown that the routinely accepted practice of utilization of Pd-2(dba)(3) without analysis of the purity (both commercially available and prepared by common procedures) can introduce significant errors in the estimation of catalyst efficiency and lead to incorrect values of TON, TOF, and reported mol % values in the catalytic procedures. The presence of Pd nanoparticles in the catalyst precursor provides an opportunity for heterogeneous catalytic systems of different nature to be directly accessible from Pd-2(dba)(3). In the present study we report a modified procedure for the synthesis of Pd-2(dba)(3)-CHCl3 with 99% purity.

  DOI：

  10.1021/om201217r
• 作为产物：
  描述：

  氯仿 、 palladium diacetate 、 二苄叉丙酮 在 sodium acetate 作用下， 以 甲醇 为溶剂， 以95%的产率得到Pd2(dibenzylideneacetone)3*(chloroform)
  参考文献：
  名称：

  Pd₂(dba)₃as a Precursor of Soluble Metal Complexes and Nanoparticles: Determination of Palladium Active Species for Catalysis and Synthesis

  摘要：

  Tris(dibenzylideneacetone)dipalladium (Pd-2(dba)(3)) is ubiquitously used as a source of soluble Pd species for catalysis and as a precursor in the synthesis of more complex Pd structures. In spite of the massive usage of this convenient Pd complex, its nature in solution has not been revealed in detail and the applications rely on the assumed state and purity of the compound. In the present study we have developed a convenient NMR procedure to reveal the nature of Pd-2(dba)(3) and to determine the purity of the complex. Surprisingly, it was found that commercially available samples of Pd-2(dba)(3) may readily contain up to 40% of Pd nanoparticles in a wide range of sizes (10-200 nm). The study has shown that the routinely accepted practice of utilization of Pd-2(dba)(3) without analysis of the purity (both commercially available and prepared by common procedures) can introduce significant errors in the estimation of catalyst efficiency and lead to incorrect values of TON, TOF, and reported mol % values in the catalytic procedures. The presence of Pd nanoparticles in the catalyst precursor provides an opportunity for heterogeneous catalytic systems of different nature to be directly accessible from Pd-2(dba)(3). In the present study we report a modified procedure for the synthesis of Pd-2(dba)(3)-CHCl3 with 99% purity.

  DOI：

  10.1021/om201217r
• 作为试剂：
  描述：

  (4R,10aR)-7-bromo-4-methyl-3,4,10,10a-tetrahydro-1H-pyrazino[1,2-a]indole-2-carboxylic acid tert-butyl ester 、 氰化亚铜 在 氰化四乙基铵 、 1,1'-双(二苯基膦)二茂铁 Pd2(dibenzylideneacetone)3*(chloroform) 、 乙酸乙酯 、 碳酸氢钠 、 水 、 羟基甲酸酯 、 magnesium sulfate 、 silica gel 作用下， 以 1,4-二氧六环 为溶剂， 反应 18.0h， 以Chromatography on silica gel (n-hexane/ethyl acetate 6:1) yielded the title compound as light yellow wax (34 mg; 40%)的产率得到(4R,10aR)-7-cyano-4-methyl-3,4,10,10a-tetrahydro-1H-pyrazino[1,2-a]indole-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Anti-obesity 1, 2, 3, 4, 10, 10a-hexahydropyrazino[1, 2-a] indoles

  摘要：

  本发明涉及1,2,3,4,10,10a,-六氢吡嗪[1,2-a]吲哚衍生物以及药学上可接受的盐、溶剂和酯，其中R1到R8具有权利要求1中所给定的含义，以药物制剂的形式用于治疗或预防中枢神经系统疾病、中枢神经系统损伤、心血管疾病、胃肠道疾病、尿崩症、肥胖症和睡眠呼吸暂停。

  公开号：

  US20030216401A1

文献信息

• SHIMIZU, ISAO;MAKUTA, TOSHIYUKI;OSHIMA, MASATO, CHEM. LETT.,(1989) N, C. 1457-1460
  作者：SHIMIZU, ISAO、MAKUTA, TOSHIYUKI、OSHIMA, MASATO

  DOI：——

  日期：——
• HAYASHI, TAMIO;YAMAMOTO, AKIHIRO;ITO, YOSHIHIKO, TETRAHEDRON LETT., 29,(1988) N 6, 669-672
  作者：HAYASHI, TAMIO、YAMAMOTO, AKIHIRO、ITO, YOSHIHIKO

  DOI：——

  日期：——
• TROST B. M.; RISE F., J. AMER. CHEM. SOC., 109,(1987) N 10, 3161-3163
  作者：TROST B. M.、 RISE F.

  DOI：——

  日期：——
• TROST, BARRY M.;LUENGO, JUAN I., J. AMER. CHEM. SOC., 110,(1988) N 24, C. 8239-8241
  作者：TROST, BARRY M.、LUENGO, JUAN I.

  DOI：——

  日期：——
• TROST, BARRY M.;TENAGLIA, ALPHONSE, TETRAHEDRON LETT., 29,(1988) N 24, C. 2931-2934
  作者：TROST, BARRY M.、TENAGLIA, ALPHONSE

  DOI：——

  日期：——